Supporting Information
|
|
|
- Ἰωσήφ Κομνηνός
- 5 χρόνια πριν
- Προβολές:
Transcript
1 Supporting Information 1,3,5-Triazapentadienes by Nucleophilic Addition to 1,3- and 1,4-Dinitriles - Sterically Constrained Examples by Incorporation into Cyclic Peripheries: Synthesis, Aggregation and Photophysical Properties Agnes Johanna Wrobel, Ralph Lucchesi, Birgit Wibbeling, Constantin- Gabriel Daniliuc, Roland Fröhlich, Ernst-Ulrich Würthwein* Organisch-Chemisches Institut der Universität Münster, Corrensstrasse 40, D Münster, Germany S1
2 Table of contents 1. X-Ray Crystal Structure Analyses S3 2. Experimental Absorption and Emission Spectra with calculated Absorption Spectra for comparison (see also below) S H and 13 C NMR Spectra S20 4. Quantum Chemical Calculations S38 a) M062x/ G(d,p) + GD3 Geometry Optimizations S38 b) TD-CAM-B3LYP/6-311+G(d,p) - Geometry Optimizations S52 c) Calculated Excitations (only the 10 longest wavelength excitations are shown) S61 d) Orbitalplots (TD-CAM-B3LYP/6-311+G(d,p) with orbital numbering and energies (ev) S76 S2
3 X-Ray Crystal Structure Analyses X-Ray diffraction: Data sets were collected with a Nonius KappaCCD diffractometer. Programs used: data collection, COLLECT (R. W. W. Hooft, Bruker AXS, 2008, Delft, The Netherlands); data reduction Denzo-SMN (Z. Otwinowski, W. Minor, Methods Enzymol. 1997, 276, ); absorption correction, Denzo (Z. Otwinowski, D. Borek, W. Majewski, W. Minor, Acta Crystallogr. 2003, A59, ); structure solution SHELXS-97 (G. M. Sheldrick, Acta Crystallogr. 1990, A46, ); structure refinement SHELXL-97 (G. M. Sheldrick, Acta Crystallogr. 2008, A64, ) and graphics, XP (BrukerAXS, 2000) and Schakal 97 (E. Keller, Freiburg). R-values are given for observed reflections, and wr 2 values are given for all reflections. Exceptions and special features: One disordered over two positions acetone molecule was found in the asymmetrical unit of compound 11c. Several restraints (SADI, SAME, ISOR and SIMU) were used in order to improve refinement stability. For compound 12c a partial disordered five membered ring over two positions was found in the asymmetrical unit. Several restraints (SADI, SAME, ISOR and SIMU) were used in order to improve refinement stability. X-ray crystal structure analysis of 8: formula C 14 H 8 N 2, M = , pale yellow crystal, 0.25 x 0.10 x 0.08 mm, a = (4), b = (1), c = (4) Å, β = (1), V = (1) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.861 T 0.952), Z = 4, monoclinic, space group C2/c (No. 15), λ = Å, T = 223(2) K, ω and φ scans, 2543 reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 857 independent (R int = 0.033) and 746 observed reflections [I>2σ(I)], 73 refined parameters, R = 0.042, wr 2 = 0.115, max. (min.) residual electron density 0.10 (-0.13) e.å -3, hydrogen atoms calculated and refined as riding atoms. Figure S1. ORTEP diagram of 8 with ellipsoids shown at the 30% probability level. S3
4 X-ray crystal structure analysis of 10a: formula C 18 H 13 N 3, M = , red crystal, 0.25 x 0.20 x 0.15 mm, a = (3), b = (1), c = (5) Å, β = (1), V = (1) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.979 T 0.987), Z = 4, monoclinic, space group P2 1 /n (No. 14), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2664 independent (R int = 0.050) and 1938 observed reflections [I>2σ(I)], 198 refined parameters, R = 0.045, wr 2 = 0.126, max. (min.) residual electron density 0.16 (-0.21) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S2. ORTEP diagram of 10a with ellipsoids shown at the 30% probability level. S4
5 X-ray crystal structure analysis of 10b: formula C 19 H 15 N 3, M = , yellow crystal, 0.35 x 0.05 x 0.03 mm, a = (4), b = (8), c = (16) Å, β = (3), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.814 T 0.981), Z = 4, monoclinic, space group P2 1 /c (No. 14), λ = Å, T = 223(2) K, ω and φ scans, 9119 reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2460 independent (R int = 0.066) and 1610 observed reflections [I>2σ(I)], 208 refined parameters, R = 0.053, wr 2 = 0.148, max. (min.) residual electron density 0.16 (-0.16) e.å -3, the hydrogen atoms at N2 were refined freely, but with N-H distance restraint (SADI); others were calculated and refined as riding atoms. Figure S3. ORTEP diagram of 10b with ellipsoids shown at the 30% probability level. S5
6 X-ray crystal structure analysis of 10c: formula C 17 H 12 N 4, M = , yellow crystal, 0.25 x 0.10 x 0.07 mm, a = (1), b = (1), c = (1) Å, β = (1), V = (1) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.846 T 0.953), Z = 4, monoclinic, space group P2 1 /c (No. 14), λ = Å, T = 223(2) K, ω and φ scans, 8735 reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2213 independent (R int = 0.049) and 1744 observed reflections [I>2σ(I)], 198 refined parameters, R = 0.042, wr 2 = 0.120, max. (min.) residual electron density 0.14 (-0.16) e.å -3, the hydrogen atoms at N1 and N2 were refined freely; others were calculated and refined as riding atoms. Figure S4. ORTEP diagram of 10c with ellipsoids shown at the 30% probability level. S6
7 X-ray crystal structure analysis of 11b: formula C 19 H 14 N 4 ٠ H 2 O, M = , colourless crystal, 0.20 x 0.12 x 0.03 mm, a = (5), b = (2), c = (6) Å, β = (1), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.983 T 0.997), Z = 8, monoclinic, space group C2/c (No. 15), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 3250 independent (R int = 0.078) and 2299 observed reflections [I>2σ(I)], 233 refined parameters, R = 0.063, wr 2 = 0.152, max. (min.) residual electron density 0.22 (-0.20) e.å -3, the hydrogen atoms at O1 and N2 were refined freely; others were calculated and refined as riding atoms. Figure S5. ORTEP diagram of 11b with ellipsoids shown at the 30% probability level. S7
8 X-ray crystal structure analysis of 11c: formula C 16 H 16 N 4 ٠ 0.5 x C 3 H 6 O, M = , colourless crystal, 0.25 x 0.12 x 0.07 mm, a = (7), b = (4), c = (7) Å, β = (3), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.865 T 0.959), Z = 8, monoclinic, space group Cc (No. 9), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 5061 independent (R int = 0.040) and 4829 observed reflections [I>2σ(I)], 456 refined parameters, R = 0.038, wr 2 = 0.097, max. (min.) residual electron density 0.40 (-0.12) e.å -3, the hydrogen atoms at N2A and N2B were refined freely; others were calculated and refined as riding atoms. Figure S6. ORTEP diagram of 11c with ellipsoids shown at the 30% probability level. S8
9 X-ray crystal structure analysis of 12a: formula C 20 H 23 N 3, M = , yellow crystal, 0.35 x 0.15 x 0.08 mm, a = (1), b = (1), c = (1) Å, β = (1), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.833 T 0.958), Z = 4, monoclinic, space group P2 1 /n (No. 14), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 3030 independent (R int = 0.039) and 2749 observed reflections [I>2σ(I)], 219 refined parameters, R = 0.044, wr 2 = 0.115, max. (min.) residual electron density 0.22 (-0.19) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S7. ORTEP diagram of 12a with ellipsoids shown at the 30% probability level. S9
10 X-ray crystal structure analysis of 12b: formula C 15 H 22 N 4, M = , colourless crystal, 0.20 x 0.10 x 0.07 mm, a = (9), b = (5), c = (8) Å, β = (5), V = (3) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.897 T 0.962), Z = 8, monoclinic, space group C2/c (No. 15), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2598 independent (R int = 0.047) and 2205 observed reflections [I>2σ(I)], 185 refined parameters, R = 0.042, wr 2 = 0.116, max. (min.) residual electron density 0.14 (-0.13) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S8. ORTEP diagram of 12b with ellipsoids shown at the 30% probability level. S10
11 X-ray crystal structure analysis of 12c: formula C 20 H 21 N 3 ٠ 2 x 0.5 C 7 H 8, M = , pale yellow crystal, 0.40 x 0.15 x 0.12 mm, a = (5), b = (5), c = (8) Å, α = (2), β = (2), γ = (2), V = (1) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.947 T 0.977), Z = 2, triclinic, space group P1 (No. 2), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 3817 independent (R int = 0.041) and 3281 observed reflections [I>2σ(I)], 331 refined parameters, R = 0.053, wr 2 = 0.149, max. (min.) residual electron density 0.27 (- 0.24) e.å -3, the hydrogen atoms at N2 were refined freely, but with N-H distance restraint (SADI); others were calculated and refined as riding atoms. Figure S9. ORTEP diagram of 12c with ellipsoids shown at the 30% probability level. S11
12 X-ray crystal structure analysis of 12d: formula C 20 H 22 N 4, M = , yellow crystal, 0.30 x 0.30 x 0.10 mm, a = (4), b = (2), c = (6) Å, β = (1), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.977 T 0.992), Z = 8, monoclinic, space group C2/c (No. 15), λ = Å, T = 223(2) K, ω and φ scans, 7944 reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2836 independent (R int = 0.041) and 2543 observed reflections [I>2σ(I)], 226 refined parameters, R = 0.051, wr 2 = 0.125, max. (min.) residual electron density 0.14 (-0.14) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S10. ORTEP diagram of 12d with ellipsoids shown at the 30% probability level. S12
13 X-ray crystal structure analysis of 12e: formula C 18 H 18 N 4 ٠ C 3 H 6 O, M = , pale yellow crystal, 0.20 x 0.20 x 0.15 mm, a = (6), b = (4), c = (7) Å, β = (2), V = (2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.888 T 0.914), Z = 4, monoclinic, space group P2 1 /c (No. 14), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 3369 independent (R int = 0.040) and 2990 observed reflections [I>2σ(I)], 245 refined parameters, R = 0.047, wr 2 = 0.129, max. (min.) residual electron density 0.31 (-0.20) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S11. ORTEP diagram of 12e with ellipsoids shown at the 30% probability level. S13
14 X-ray crystal structure analysis of 12f: formula C 17 H 23 N 3, M = , yellow crystal, 0.50 x 0.40 x 0.20 mm, a = (1), b = (1), c = (2) Å, α = (1), β = (1), γ = (1), V = 730.3(2) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.765 T 0.895), Z = 2, triclinic, space group P 1 (No. 2), λ = Å, T = 223(2) K, ω and φ scans, 8996 reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2546 independent (R int = 0.033) and 2422 observed reflections [I>2σ(I)], 187 refined parameters, R = 0.041, wr 2 = 0.106, max. (min.) residual electron density 0.19 (-0.16) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S12. ORTEP diagram of 12f with ellipsoids shown at the 30% probability level. S14
15 X-ray crystal structure analysis of 13: formula C 13 H 14 N 2 O, M = , colourless crystal, 0.35 x 0.25 x 0.03 mm, a = (4), b = (3), c = (2) Å, β = (1), V = (1) Å 3, ρ calc = gcm -3, μ = mm -1, empirical absorption correction (0.971 T 0.997), Z = 8, monoclinic, space group C2/c (No. 15), λ = Å, T = 223(2) K, ω and φ scans, reflections collected (±h, ±k, ±l), [(sin )/λ] = 0.60 Å -1, 2540 independent (R int = 0.055) and 1961 observed reflections [I>2σ(I)], 157 refined parameters, R = 0.060, wr 2 = 0.139, max. (min.) residual electron density 0.24 (-0.17) e.å -3, the hydrogen atoms at N2 were refined freely; others were calculated and refined as riding atoms. Figure S13. ORTEP diagram of 13 with ellipsoids shown at the 30% probability level. S15
16 Experimental Absorption and Emission Spectra with calculated Absorption Spectra for comparison (see also pages S60 ff) Norm. Absorption / Norm. Emission 1,0 0,8 0,6 0,4 0,2 0, Wavelength (nm) Figure S14. Experimental UV/Vis- and fluorescence spectrum of 10a. Monomer Dimer Figure S15. Calculated UV/Vis spectra for the monomer (top) and the dimer (bottom) of 10a. S16
17 Figure S16. Experimental UV/Vis- and fluorescence spectrum of 10b. Monomer Dimer Figure S17. Calculated UV/Vis spectra for the monomer (top) and the dimer (bottom) of 10b. S17
18 Figure S18. Experimental UV/Vis- and fluorescence spectrum of 10c. Figure S19. Calculated UV/Vis spectrum of 10c. S18
19 Figure S20. Experimental UV/Vis- and fluorescence spectrum of 12d. Monomer Dimer Figure S21. Calculated UV/Vis spectra for the monomer (top) and the dimer (bottom) of 12d. S19
20 1 H and 13 C NMR Spectra 7 Figure S22: 1 H (Top; 300 MHz) in d 6 -DMSO and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 7 in CDCl 3. S20
21 9a Figure S23: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 9a in CDCl 3. S21
22 9b Figure S24: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 9b in CDCl 3. S22
23 10a Figure S25: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 10a in d 6 -DMSO. S23
24 10b Figure S26: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 10b in d 6 -DMSO. S24
25 10c Figure S27: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 10c in d 6 -DMSO. S25
26 10d Figure S28: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 10d in CDCl 3 (The compound is quite sensitive, showing impurities in the spectra). S26
27 10e Figure S29: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 10e in d 6 -DMSO 3. S27
28 11a Figure S30: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 11a in d 6 -DMSO. S28
29 11b Figure S31: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 11b in d 6 -DMSO. S29
30 11c Figure S32: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 11c in CDCl 3. S30
31 12a Figure S33: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 150 MHz) spectra of compound 12a in CDCl 3. S31
32 12b Figure S34: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 12b in CDCl 3. S32
33 12c Figure S35: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 12c in d 6 -DMSO. S33
34 12d Figure S36: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 12d in CDCl 3. S34
35 12e Figure S37: 1 H (Top; 400 MHz) and 13 C { 1 H} NMR (bottom, 100 MHz) spectra of compound 12e in CDCl 3. S35
36 12f Figure S38: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 12f in CDCl 3. S36
37 14 Figure S39: 1 H (Top; 300 MHz) and 13 C { 1 H} NMR (bottom, 75 MHz) spectra of compound 14 in d 6 -DMSO. S37
38 Quantum Chemical Calculations 1,2,3 Results from Gaussian09-Outputs (Coordinates, Total energies (a.u.), Number of imaginary frequencies) a) M062x/ G(d,p) + GD3 Geometry Optimizations 2-(1-Cyano-cyclopentyl)-benzonitrile 9b E tot = a.u. (0) Element x y z NBO-Charge (benzylic) (aromatic) Z-2-Aminopyridine anion E tot = a.u. (0) Element x y z NBO-Charge (pyridyl) S38
39 7 (amine) Aniline-anion E tot = a.u. (0) Element x y z NBO-Charge b-monomer E tot = a.u. (0) S39
40 b-dimer E tot = a.u. (0) S40
41 c-monomer E tot = a.u. (0) S41
42 c-monomer-TS E tot = a.u. (1) S42
43 c-dimer E tot = a.u. (0) S43
44 b-monomer E tot = a.u. (0) S44
45 b-dimer E tot = a.u. (0) S45
46 S46
47 d-monomer E tot = a.u. (0) S47
48 d-dimer E tot = a.u. (0) S48
49 S49
50 monomer E tot = a.u. (0) dimer E tot = a.u. (0) S50
51 S51
52 b) TD-CAM-B3LYP/6-311+G(d,p) Geometry Optimizations 10a Monomer: E(RCAM-B3LYP) = au S52
53 a-Dimer: E(RCAM-B3LYP) = au S53
54 b-Monomer: E(RCAM-B3LYP) = au S54
55 b-Dimer: E(RCAM-B3LYP) = = au S55
56 c (Monomer): E(RCAM-B3LYP) = au S56
57 d-Monomer: E(RCAM-B3LYP) = au S57
58 d-Dimer: E(RCAM-B3LYP) = au S58
59 S59
60 S60
61 c) Calculated Excitations (only the 10 longest wavelength excitations are shown) 10a Monomer (solid) and Dimer (dashed) Calculated extinction Wavelength (nm) 10a-Monomer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > Excited State 3: Singlet-A ev nm f= > > > > > S61
62 Excited State 4: Singlet-A ev nm f= > > > > > > Excited State 5: Singlet-A ev nm f= > > > > > > Excited State 6: Singlet-A ev nm f= > > > > > > > > > > > Excited State 7: Singlet-A ev nm f= > > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > > > > > Excited State 9: Singlet-A ev nm f= > > > > > S62
63 Excited State 10: Singlet-A ev nm f= > > > > > > > a-Dimer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > Excited State 3: Singlet-A ev nm f= > > Excited State 4: Singlet-A ev nm f= > > Excited State 5: Singlet-A ev nm f= > > > > > > > > > Excited State 6: Singlet-A ev nm f= > > > > > > > > S63
64 Excited State 7: Singlet-A ev nm f= > > > > > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > Excited State 9: Singlet-A ev nm f= > > > > > > > > > > > > > > > Excited State 10: Singlet-A ev nm f= > > > > > > > > > S64
65 10b Monomer (solid) and Dimer (dashed) 10b-Monomer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > Excited State 3: Singlet-A ev nm f= > > > > > Excited State 4: Singlet-A ev nm f= > > > > > > S65
66 Excited State 5: Singlet-A ev nm f= > > > > > > > Excited State 6: Singlet-A ev nm f= > > > > > > > > > > > > Excited State 7: Singlet-A ev nm f= > > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > > > > Excited State 9: Singlet-A ev nm f= > > > > > > > Excited State 10: Singlet-A ev nm f= > > > > S66
67 74 -> > > > > b-Dimer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > Excited State 3: Singlet-A ev nm f= > > Excited State 4: Singlet-A ev nm f= > > Excited State 5: Singlet-A ev nm f= > > > > > > > Excited State 6: Singlet-A ev nm f= > > > > > > > > > Excited State 7: Singlet-A ev nm f= > > S67
68 147 -> > > Excited State 8: Singlet-A ev nm f= > > > Excited State 9: Singlet-A ev nm f= > > > > > > > > > > > Excited State 10: Singlet-A ev nm f= > > > > > > > > > S68
69 10c-Monomer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > > Excited State 3: Singlet-A ev nm f= > > > > > Excited State 4: Singlet-A ev nm f= > > > > Excited State 5: Singlet-A ev nm f= > > S69
70 70 -> > > Excited State 6: Singlet-A ev nm f= > > > Excited State 7: Singlet-A ev nm f= > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > Excited State 9: Singlet-A ev nm f= > > > > Excited State 10: Singlet-A ev nm f= > > > > > > S70
71 12d Monomer (solid) and Dimer (dashed) 12d-Monomer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > > > Excited State 3: Singlet-A ev nm f= > > > > > > Excited State 4: Singlet-A ev nm f= > > > > S71
72 83 -> > > > > > > Excited State 5: Singlet-A ev nm f= > > > > > > > > > Excited State 6: Singlet-A ev nm f= > > > > > > > > > > Excited State 7: Singlet-A ev nm f= > > > > > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > > > > Excited State 9: Singlet-A ev nm f= > > > S72
73 84 -> > > > Excited State 10: Singlet-A ev nm f= > > > > > > > > > > > > > d-Dimer Excitation energies and oscillator strengths: Excited State 1: Singlet-A ev nm f= > > > This state for optimization and/or second-order correction. Total Energy, E(TD-HF/TD-KS) = Copying the excited state density for this state as the 1-particle RhoCI density. Excited State 2: Singlet-A ev nm f= > > > Excited State 3: Singlet-A ev nm f= > > > > > > > > > Excited State 4: Singlet-A ev nm f= > > > > > > > S73
74 170 -> > Excited State 5: Singlet-A ev nm f= > > > > > Excited State 6: Singlet-A ev nm f= > > > > > Excited State 7: Singlet-A ev nm f= > > > > > > > > > > > > > Excited State 8: Singlet-A ev nm f= > > > > > > > > > > > > > Excited State 9: Singlet-A ev nm f= > > > > > > > > > S74
75 170 -> > > Excited State 10: Singlet-A ev nm f= > > > > > > > > > > > S75
76 d) Orbitalplots (TD-CAM-B3LYP/6-311+G(d,p) with orbital numbering and energies (ev)) 10a-Monomer HOMO-1 LUMO+1 70 (HOMO-1) (HOMO) (LUMO) (LUMO+1) S76
77 10a-Dimer HOMO-1 LUMO (HOMO-1) (HOMO) (LUMO) (LUMO+1) S77
78 10b-Monomer HOMO-1 LUMO+1 74 (HOMO-1) (HOMO) (LUMO) (LUMO+1) S78
79 10b-Dimer HOMO-1 LUMO (HOMO-1) (HOMO) (LUMO) (LUMO+1) S79
80 10c-Monomer HOMO-1 LUMO+1 70 (HOMO-1) (HOMO) (LUMO) (LUMO+1) S80
81 12d-Monomer HOMO-1 LUMO+1 84 (HOMO-1) (HOMO) (LUMO) (LUMO+1) S81
82 12d-Dimer HOMO-1 LUMO (HOMO-1) (HOMO) (LUMO) (LUMO+1) S82
Photo-Induced Self-Assembly of Pt(II)-Linked Rings and Cages via the Photolabilization of a Pt(II) Pyridine Bond
Photo-Induced Self-Assembly of Pt(II)-Linked Rings and Cages via the Photolabilization of a Pt(II) Pyridine Bond Ken-ichi Yamashita, Kei-ichi Sato, Masaki Kawano and Makoto Fujita* Contents; Figure S1.
Enantioselective Organocatalytic Michael Addition of Isorhodanines. to α, β-unsaturated Aldehydes
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2016 Enantioselective Organocatalytic Michael Addition of Isorhodanines to α,
Fused Bis-Benzothiadiazoles as Electron Acceptors
Fused Bis-Benzothiadiazoles as Electron Acceptors Debin Xia, a,b Xiao-Ye Wang, b Xin Guo, c Martin Baumgarten,*,b Mengmeng Li, b and Klaus Müllen*,b a MIIT Key Laboratory of ritical Materials Technology
chlorostibine Iou-Sheng Ke and François P. Gabbai Department of Chemistry, Texas A&M University, College Station, TX
σ-donor/acceptor confused ligands: The case of a chlorostibine Iou-Sheng Ke and François P. Gabbai Department of Chemistry, Texas A&M University, College Station, TX 77843-3255. *To whom correspondence
Enantioselective Synthesis of the Anti-inflammatory Agent ( )-Acanthoic Acid
Enantioselective Synthesis of the Anti-inflammatory Agent ( )-Acanthoic Acid Taotao Ling, a Chinmay Chowdhury, a Bryan A. Kramer, a Binh G. Vong, a Michael A. Palladino b and Emmanuel A. Theodorakis a
Supporting Information. Palladium Complexes with Bulky Diphosphine. Synthesis of (Bio-) Adipic Acid from Pentenoic. Acid Mixtures.
Supporting Information Palladium Complexes with Bulky Diphosphine Ligands as Highly Selective Catalysts for the Synthesis of (Bio-) Adipic Acid from Pentenoic Acid Mixtures. Choon Heng Low, James D. Nobbs,*
Supplementary Material
Supplementary Material Synthesis of bis-oxathiaaza[3.3.3]propellanes via nucleophilic addition of (1,ω-alkanediyl)bis(N'-organylthioureas) on dicyanomethylene-1,3-indanedione Alaa A. Hassan, a * Kamal
Supplementary information
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2015 Supplementary information Hybrids of acylated homoserine lactone and nitric
Supporting Information File 2. Crystallographic data of syn-bis-quinoxaline, 16c CH 3 CO 2 C 2 H 5 ;
Supporting Information File 2 Crystallographic data of syn-bis-quinoxaline, 16c CH 3 CO 2 C 2 H 5 ; Preparation, structures and host guest chemistry of fluorinated syn-bisquinoxaline molecular tweezers
Nickel and Platinum PCP Pincer Complexes Incorporating an Acyclic Diaminoalkyl Central Moiety Connecting Imidazole or Pyrazole Rings
ickel and Platinum PCP Pincer Complexes Incorporating an Acyclic Diaminoalkyl Central Moiety Connecting Imidazole or Pyrazole Rings Braulio M. Puerta Lombardi, Rudy M. Braun, Chris Gendy, Chia Yun Chang,
IV. ANHANG 179. Anhang 178
Anhang 178 IV. ANHANG 179 1. Röntgenstrukturanalysen (Tabellen) 179 1.1. Diastereomer A (Diplomarbeit) 179 1.2. Diastereomer B (Diplomarbeit) 186 1.3. Aldoladdukt 5A 193 1.4. Aldoladdukt 13A 200 1.5. Aldoladdukt
Supporting Information for Substituent Effects on the Properties of Borafluorenes
Supporting Information for Substituent Effects on the Properties of Borafluorenes Mallory F. Smith, S. Joel Cassidy, Ian A. Adams, Monica Vasiliu, Deidra L. Gerlach, David Dixon*, Paul A. Rupar* Department
C H Activation of Cp* Ligand Coordinated to Ruthenium. Center: Synthesis and Reactivity of a Thiolate-Bridged
Supporting Information C H Activation of Cp* Ligand Coordinated to Ruthenium Center: Synthesis and Reactivity of a Thiolate-Bridged Diruthenium Complex Featuring Fulvene-like Cp* Ligand Xiaoxiao Ji, Dawei
Supporting Information
Supporting Information Vinylogous elimination/heck coupling/allylation domino reactions: access to 2- substituted 2,3-dihydrobenzofurans and indolines Jianguo Yang, *, Hanjie Mo, Xiuxiu Jin, Dongdong Cao,
Zebra reaction or the recipe for heterodimeric zinc complexes synthesis
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 05 Supporting Information Zebra reaction or the recipe for heterodimeric zinc complexes synthesis
Supporting Information
SUPPORTING INFORMATION FOR: Trialkylstibine complexes of boron, aluminium, gallium and indium trihalides: synthesis, properties and bonding Victoria K. Greenacre, William Levason and Gillian Reid Chemistry,
Pyrrolo[2,3-d:5,4-d']bisthiazoles: Alternate Synthetic Routes and a Comparative Study to Analogous Fused-ring Bithiophenes
![Pyrrolo[2,3-d:5,4-d']bisthiazoles: Alternate Synthetic Routes and a Comparative Study to Analogous Fused-ring Bithiophenes](/thumbs/92/108867714.jpg "Pyrrolo[2,3-d:5,4-d']bisthiazoles: Alternate Synthetic Routes and a Comparative Study to Analogous Fused-ring Bithiophenes")
SUPPORTING INFORMATION Pyrrolo[2,3-d:5,4-d']bisthiazoles: Alternate Synthetic Routes and a Comparative Study to Analogous Fused-ring Bithiophenes Eric J. Uzelac, Casey B. McCausland, and Seth C. Rasmussen*
Supporting Information
Supporting Information Aluminum Complexes of N 2 O 2 3 Formazanate Ligands Supported by Phosphine Oxide Donors Ryan R. Maar, Amir Rabiee Kenaree, Ruizhong Zhang, Yichen Tao, Benjamin D. Katzman, Viktor
Electronic Supplementary Information (ESI)
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Information (ESI) CPh 3 as a functional group in P-heterocyclic
Supporting Information. Copyright Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, 2008
Supporting Information Copyright Wiley-VC Verlag Gmb & Co. KGaA, 69451 Weinheim, 2008 Copper Complexes of Mono- and Ditopic [(Methylthio)methyl]borates: Missing Links and Linked Systems En Route to Copper
Electronic Supplementary Information (ESI)
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Electronic Supplementary Information (ESI) Cyclopentadienyl iron dicarbonyl (CpFe(CO) 2 ) derivatives
Supporting Information
One-Pot, Three-Component Assembly of Indoloquinolines: Total Synthesis of Isocryptolepine Alexander V. Aksenov,* Dmitrii A. Aksenov, Naila A. Orazova, Nicolai A. Aksenov, Georgii D. Griaznov, Annelise
Single Crystal X-Ray Structure Determination of Compounds 8a, 8b and 11a
Single Crystal X-Ray Structure Determination of Compounds 8a, 8b and 11a General: Preliminary examination and data collection were carried out on an area detecting system (Kappa-CCD; Nonius) using graphite-monochromated
Supporting Information
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C. This journal is The Royal Society of Chemistry 2014 Supporting Information Heteroleptic Platinum(II) NHC Complexes with a C^C*
Supporting Information. Pd(0)-Catalyzed Decarboxylative Coupling and Tandem C H Arylation/Decarboxylation for the. Synthesis of Heteroaromatic Biaryls
Supporting Information Pd()-Catalyzed Decarboxylative Coupling and Tandem C H Arylation/Decarboxylation for the Synthesis of Heteroaromatic Biaryls Debkumar andi, Yang-Ming Jhou, Jhen-Yi Lee, Bing-Chiuan
Multifunctinality and Crystal Dynamics of Highly Stable Porous Metal-Organic Framework [Zn 4 O(NTB) 2 ]
![Multifunctinality and Crystal Dynamics of Highly Stable Porous Metal-Organic Framework [Zn 4 O(NTB) 2 ]](/thumbs/92/109256432.jpg "Multifunctinality and Crystal Dynamics of Highly Stable Porous Metal-Organic Framework [Zn 4 O(NTB) 2 ]")
Supporting Information Multifunctinality and Crystal Dynamics of Highly Stable Porous Metal-Organic Framework [Zn 4 O(NTB) 2 ] Eun Young Lee, Seung Yeon Jang, and Myunghyun Paik Suh* School of Chemistry,
Supporting Information for. Catalytic C H α-trifluoromethylation of α,β-unsaturated Carbonyl Compounds
Supporting Information for Catalytic C H α-trifluoromethylation of α,β-unsaturated Carbonyl Compounds Zhongxue Fang, a Yongquan Ning, a Pengbing Mi, a Peiqiu Liao, a Xihe Bi* a,b a Department of Chemistry,
Table of Contents 1 Supplementary Data MCD
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2017 Supporting Information for Magnetic circular dichroism and density functional theory
SUPPLEMENTARY MATERIAL. A Facile and Convenient Approach for the Synthesis of Novel Sesamol-Oxazine and Quinoline- Oxazine Hybrids
10.1071/CH17272_AC CSIRO 2017 Australian Journal of Chemistry 2017, 70(12), 1285-1290 SUPPLEMENTARY MATERIAL A Facile and Convenient Approach for the Synthesis of Novel Sesamol-Oxazine and Quinoline- Oxazine
Stereochemistry and mechanistic insight in the [2 k +2 i +2 i ] annulations of ketenes and imines
![Stereochemistry and mechanistic insight in the [2 k +2 i +2 i ] annulations of ketenes and imines](/thumbs/83/87678994.jpg "Stereochemistry and mechanistic insight in the [2 k +2 i +2 i ] annulations of ketenes and imines")
Stereochemistry and mechanistic insight in the [2 k +2 i +2 i ] annulations of ketenes and imines Zhanhui Yang, Wei He, Baoxiang Cheng and Jiaxi Xu* State Key Laboratory of Chemical Resource Engineering,
Supporting Information
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2015 Supporting Information Preparation of phenanthrenes from ortho-amino-biphenyls and alkynes via
Experimental. Crystal data. C 37 H 38 N 4 O 6 M r = Monoclinic, P2 1 a = (2) Å b = (7) Å c = (2) Å = 112.
organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Pheophorbide b ethyl ester from a chlorella vulgaris dietary supplement Experimental Crystal data C 37 H 38 N
Synthesis, Crystal Structure and Supramolecular Understanding of 1,3,5-Tris(1-phenyl-1H-pyrazol-5- yl)benzenes
Supplementary information Synthesis, Crystal Structure and Supramolecular Understanding of 1,3,5-Tris(1-phenyl-1H-pyrazol-5- yl)benzenes Marcos A. P. Martins 1 *, Alexandre R. Meyer 1, Paulo R. S. Salbego
Supporting Information. Research Center for Marine Drugs, Department of Pharmacy, State Key Laboratory
Supporting Information Dysiherbols A C and Dysideanone E, Cytotoxic and NF-κB Inhibitory Tetracyclic Meroterpenes from a Dysidea sp. Marine Sponge Wei-Hua Jiao,, Guo-Hua Shi,, Ting-Ting Xu,, Guo-Dong Chen,
Cycloaddition of Homochiral Dihydroimidazoles: A 1,3-Dipolar Cycloaddition Route to Optically Active Pyrrolo[1,2-a]imidazoles
![Cycloaddition of Homochiral Dihydroimidazoles: A 1,3-Dipolar Cycloaddition Route to Optically Active Pyrrolo[1,2-a]imidazoles](/thumbs/89/100111450.jpg "Cycloaddition of Homochiral Dihydroimidazoles: A 1,3-Dipolar Cycloaddition Route to Optically Active Pyrrolo[1,2-a]imidazoles")
X-Ray crystallographic data tables for paper: Supplementary Material (ESI) for Organic & Biomolecular Chemistry Cycloaddition of Homochiral Dihydroimidazoles: A 1,3-Dipolar Cycloaddition Route to Optically
Supplementary Information. Living Ring-Opening Polymerization of Lactones by N-Heterocyclic Olefin/Al(C 6 F 5 ) 3
Supplementary Information Living Ring-Opening Polymerization of Lactones by N-Heterocyclic Olefin/Al(C 6 F 5 ) 3 Lewis Pairs: Structures of Intermediates, Kinetics, and Mechanism Qianyi Wang, Wuchao Zhao,
Electronic supplementary information (ESI) Bodipy functionalized ortho-carborane dyads for low-energy photosensitization
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2014 Electronic supplementary information (ESI) Bodipy functionalized ortho-carborane dyads
Experimental. Crystal data
organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Terephthalic acid 2,2 0 -dimethyl-1,1 0 - (butane-1,4-diyl)dibenzimidazole (2/3) Hui Jiang and Xian-Wu Dong* Department
Patrycja Miszczyk, Dorota Wieczorek, Joanna Gałęzowska, Błażej Dziuk, Joanna Wietrzyk and Ewa Chmielewska. 1. Spectroscopic Data.
; doi:10.3390/molecules22020254 S1 of S23 Supplementary Materials: Reaction of 3-Amino-1,2,4-Triazole with Diethyl Phosphite and Triethyl Orthoformate: Acid-Base Properties and Antiosteoporotic Activities
Supporting Information
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2017 Supporting Information Phosphorescent Pt(II) complexes bearing a monoanionic C^N^N luminophore
Bloco A, Cidade Universitária, Ilha do Fundão, Rio de Janeiro, RJ, Brazil. Contents Pages
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2016 Supporting Information Copper(II) Catalyzed Synthesis of Novel Helical
Triclinic, P1 a = (2) Å b = (3) Å c = (4) Å = (1) = (1) = (1) Data collection.
organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Benzyl N 0 -(4,6-dimethoxy-2-methyl-3- phenyl-1h-indol-7-ylmethylene)- hydrazinecarbodithioate Hamid Khaldei,
metal-organic compounds
metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 2,2 0 -Biimidazolium hexaaquamanganese(ii) bis(sulfate) Mukhtar A. Kurawa, Christopher J. Adams and A. Guy
Supporting Information
Supporting Information Molecular Cage Impregnated Palladium Nanoparticles: Efficient, Additive-Free Heterogeneous Catalysts for Cyanation of Aryl Halides. Bijnaneswar Mondal, Koushik Acharyya, Prodip Howlader
E-H (E = B, Si, C) Bond Activation by Tuning Structural and Electronic Properties of Phosphenium Cations
E-H (E = B, Si, C) Bond Activation by Tuning Structural and Electronic Properties of Phosphenium Cations Nemanja Đorđević, Rakesh Ganguly, Milena Petković, and Dragoslav Vidović Email: drasko.vidovic@monash.edu
SUPPORTING INFORMATION. Diastereoselective synthesis of nitroso acetals from (S,E)- -aminated
SUPPORTING INFORMATION for Diastereoselective synthesis of nitroso acetals from (S,E)- -aminated nitroalkenes via multicomponent [4 + 2]/[3 + 2] cycloadditions promoted by LiCl or LiClO 4 Leandro Lara
Synthesis of New Heteroscorpionate Iridium(I) and Iridium(III) Complexes
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2015 ELECTRONIC SUPPORTING INFORMATION For Synthesis of New Heteroscorpionate Iridium(I)
ANNEXE 2 : SPECTRES DE RÉSONANCE MAGNÉTIQUE NUCLÉAIRE
ANNEXE 2 : SPECTRES DE RÉSONANCE MAGNÉTIQUE NUCLÉAIRE 175 4-Oxopentyl acetate (1-9) 27.56 17.91 63.49 39.76 29.86 22.66 2.82 2. 1.97 2.91 2.96 2.9 4. 3.98 3.96 2.47 2.44 2.42 2.7 1.95 1.86 1.84 1.82 1.79
Supporting Information for: Intramolecular Hydrogen Bonding-Assisted Cyclocondensation of. 1,2,3-Triazole Synthesis
Supporting Information for: Intramolecular Hydrogen Bonding-Assisted Cyclocondensation of α-diazoketones with Various Amines: A Strategy for Catalytic Wolff 1,2,3-Triazole Synthesis Zikun Wang, a Xihe
Electronic Supporting Information. 3-Aminothiophenecarboxylic acid (3-Atc)-induced folding in peptides
Electronic Supplementary Material (ESI for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016 Electronic Supporting Information
SUPPORTING INFORMATION. Pyramidanes: The Covalent Form of the Ionic Compounds
SUPPORTING INFORMATION Pyramidanes: The Covalent Form of the Ionic Compounds Vladimir Ya. Lee, 1 * Olga A. Gapurenko, 2 Yuki Ito, 1 Takahiko Meguro, 1 Haruka Sugasawa, 1 Akira Sekiguchi, 1 *, Ruslan M.
data reports 2-(4-Methylphenyl)-2-oxoethyl 3,4-dimethoxybenzoate Structure description Synthesis and crystallization Refinement
2-(4-Methylphenyl)-2-oxoethyl 3,4-dimethoxybenzoate ISSN 2414-3146 Shamantha Kumar, a Chandra, b B. M. Rajesh, c M. Mahendra b and B. H. Doreswamy a * Received 27 December 2016 Accepted 2 February 2017
NH-Type of chiral Ni(II) complexes of glycine Schiff base: design, structural evaluation, reactivity and synthetic applications
Supporting Information NH-Type of chiral Ni(II) complexes of glycine Schiff base: design, structural evaluation, reactivity and synthetic applications Mackenzie Bergagnini, a Kazunobu Fukushi, b Jianlin
Supporting Information
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2016 Supporting Information Abnormal N-Heterocyclic Carbene Based Nickel Complex for Catalytic
Supporting Information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Supporting Information Domino reaction of cyclic sulfamidate imines with
Nitric oxide (NO) reactivity studies on mononuclear Iron(II) complexes supported by a tetradentate Schiff base Ligand
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2016 Nitric oxide (NO) reactivity studies on mononuclear Iron(II) complexes supported by a tetradentate
metal-organic compounds
metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 Triethylammonium bis(oxalato)- oxido(triphenylphosphane)rhenate(v) Philipp Grimminger and Peter Klüfers*
metal-organic compounds
metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 [1,2-Bis(1H-benzimidazol-2-yl-jN 3 )- ethane]dichloridozinc(ii) Yan-Ling Zhou, a Ming-Hua Zeng a and Seik
Supporting Information
Supporting Information rigin of the Regio- and Stereoselectivity of Allylic Substitution of rganocopper Reagents Naohiko Yoshikai, Song-Lin Zhang, and Eiichi Nakamura* Department of Chemistry, The University
Supporting Information
Supporting Information for Pyrene nucleobase conjugates: synthesis, oligonucleotide binding and confocal bioimaging studies Artur Jabłoński 1, Yannic Fritz 2, Hans-Achim Wagenknecht 2, Rafał Czerwieniec
Supplementary Information for
Supplentary Information for Aggregation induced blue-shifted ission molecular picture from QM/MM study Qunyan Wu, a Tian Zhang, a Qian Peng,* b Dong Wang, a and Zhigang Shuai* a a Key Loratory of Organic
Controlling Growth of Molecular Crystal Aggregates with Distinct Linear and Nonlinear Optical Properties
Supporting Information Controlling Growth of Molecular Crystal Aggregates with Distinct Linear and Nonlinear Optical Properties Yusen Luo,,,# Chunqing Yuan,,# Jialiang Xu*, Yongjun Li*, Huibiao Liu, Sergey
Table S1. Summary of data collections and structure refinements for crystals 1Rb-1h, 1Rb-2h, and 1Rb-4h.
Supporting Information [NH 3 CH 3 ] [In SbS 9 SH]: A novel methylamine-directed indium thioantimonate with Rb + ion-exchange property Kai-Yao Wang a,b, Mei-Ling Feng a, Jian-Rong Li a and Xiao-Ying Huang
Electronic Supplementary Information:
Electronic Supplementary Information: 2 6 5 7 2 N S 3 9 6 7 5 2 S N 3 9 Scheme S. Atom numbering for thione and thiol tautomers of thioacetamide 3 0.6 0. absorbance 0.2 0.0 0.5 0.0 0.05 0.00 N 2 Ar km/mol
Supporting Information for
Supporting Information for An atom-economic route to densely functionalized thiophenes via base-catalyzed rearrangement of 5-propargyl-2H-thiopyran-4(3H)-ones Chunlin Tang a, Jian Qin b, Xingqi Li *a a
Heavier chalcogenone complexes of bismuth(iii)trihalides: Potential catalysts for acylative cleavage of cyclic ethers. Supporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Heavier chalcogenone complexes of bismuth(iii)trihalides: Potential catalysts for acylative
Supplementary Materials for. Kinetic and Computational Studies on Pd(I) Dimer- Mediated Halogen Exchange of Aryl Iodides
Supplementary Materials for Kinetic and Computational Studies on Pd(I) Dimer- Mediated Halogen Exchange of Aryl Iodides Indrek Kalvet, a Karl J. Bonney, a and Franziska Schoenebeck a * a Institute of Organic
Supporting Information. A catalyst-free multicomponent domino sequence for the. diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3-
Supporting Information for A catalyst-free multicomponent domino sequence for the diastereoselective synthesis of (E)-3-[2-arylcarbonyl-3- (arylamino)allyl]chromen-4-ones Pitchaimani Prasanna 1, Pethaiah
Supporting Information
Supporting Information Gold-catalyzed Cycloisomerization of 1,6-Diyne-4-en-3-ols to form Naphthyl Ketone Derivatives. Jian-Jou Lian and Rai-Shung Liu* Department of Chemistry, National Tsing-Hua University,
College of Life Science, Dalian Nationalities University, Dalian , PR China.
Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018 Postsynthetic modification
Supporting Information
Supporting Information Montmorillonite KSF-Catalyzed One-pot, Three-component, Aza-Diels- Alder Reactions of Methylenecyclopropanes With Arylaldehydes and Aromatic Amines Li-Xiong Shao and Min Shi* General
Supplementary materials. Mode Analysis. Matthias M. N. Wolf, Christian Schumann, Ruth Groß, Tatiana Domratcheva 1 and Rolf. Diller
Supplementary materials Ultrafast Infrared Spectroscopy of Riboflavin: Dynamics, Electronic Structure, and Vibrational Mode Analysis Matthias M. N. Wolf, Christian Schumann, Ruth Groß, Tatiana Domratcheva
Supporting Information
Supporting Information Chloroyttrium 2-(1-(arylimino)alkyl)quinolin-8-olate Complexes: Synthesis, Characterization, and Catalysis of the Ring-Opening Polymerization (ROP) of ε- Caprolactone (ε-cl) Wenjuan
Supporting Information
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Supporting Information Sequentially palladium catalyzed coupling-cyclocondensation-coupling
Supporting Information. for
Supporting Information for A general synthetic route to [Cu(X)(NHC)] (NHC = N- heterocyclic carbene, X =Cl, Br, I) complexes Orlando Santoro, Alba Collado, Alexandra M. Z. Slawin, Steven P. Nolan and Catherine
Experimental. Crystal data. C 23 H 27 ClN 2 O M r = Triclinic, P1 a = (3) Å b = (6) Å c = (7) Å = (4) = 80.
organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 8-{(E)-[(4-Chlorophenyl)imino]methyl}- 1,1,7,7-tetramethyl-1,2,3,5,6,7-hexahydropyrido[3,2,1-ij]quinolin-9-ol
SUPPORTING INFORMATION TO. On Two Alizarin Polymorphs
SUPPORTING INFORMATION TO On Two Alizarin Polymorphs by Michał K. Cyrański, a Michał H. Jamróz, b Anna Rygula, c Jan Cz. Dobrowolski, b,d Łukasz Dobrzycki *,a, and Malgorzata Baranska*,c,e a FACULTY OF
Supporting Information
Supporting Information Wiley-VCH 27 69451 Weinheim, Germany Supplementary Figure 1. Synthetic results as detected by XRD (Cu-Kα). Simulation pattern of MCM-68 Relative Intensity / a.u. YNU-2P Conventional
Tunable Ligand Emission of Napthylsalophen Triple-Decker Dinuclear Lanthanide (III) Sandwich Complexes
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2017 Supplemental Information Tunable Ligand Emission of Napthylsalophen Triple-Decker Dinuclear
Supporting Information-B. A Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as Non-peptidic α-helical Mimics
Supporting Information-B A Facile Iterative Synthesis of 2,5-Terpyrimidinylenes as on-peptidic α-helical Mimics Laura Anderson, 1,2 Mingzhou Zhou, 1,2 Vasudha Sharma, 2 Jillian M. McLaughlin, 2 Daniel.
Synthesis and Biological Evaluation of Novel Acyclic and Cyclic Glyoxamide derivatives as Bacterial Quorum Sensing and Biofilm Inhibitors
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2017 Synthesis and Biological Evaluation of Novel Acyclic and Cyclic Glyoxamide
Supporting Information Synthesis of cyclometalated 1,3,5-triphenylpyrazole palladium dimer and its activity towards cross coupling reactions
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 215 Supporting Information Synthesis of cyclometalated 1,3,5-triphenylpyrazole palladium
Four- and Five-membered Cobaltacycles by Regioselective Cyclometalation. of Benzylsulfide Derivatives via Co(V) intermediates
Electronic Supplementary Information for Dalton Transactions This journal is The Royal Society of Chemistry 2008 Supporting Information for: Four- and Five-membered Cobaltacycles by Regioselective Cyclometalation
SUPPLEMENTARY MATERIAL. In Situ Spectroelectrochemical Investigations of Ru II Complexes with Bispyrazolyl Methane Triarylamine Ligands
10.1071/CH16555_AC CSIRO 2017 Australian Journal of Chemistry 2017, 70(5), 546-555 SUPPLEMENTARY MATERIAL In Situ Spectroelectrochemical Investigations of Ru II Complexes with Bispyrazolyl Methane Triarylamine
organic papers 7,8-Dihydroxy-3-methyl-10-oxo-1H,10Hpyrano[4,3-b]chromene-9-carboxylic
![organic papers 7,8-Dihydroxy-3-methyl-10-oxo-1H,10Hpyrano[4,3-b]chromene-9-carboxylic](/thumbs/91/105777620.jpg "organic papers 7,8-Dihydroxy-3-methyl-10-oxo-1H,10Hpyrano[4,3-b]chromene-9-carboxylic")
organic papers Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 7,8-Dihydroxy-3-methyl-10-oxo-1H,10Hpyrano[4,3-b]chromene-9-carboxylic acid Jian-Feng Wang, a * Yong-Jie Zhang, b
Striking Difference between Succinimidomethyl and Phthalimidomethyl Radicals in Conjugate Addition to Alkylidenemalonate Initiated by Dimethylzinc
Striking Difference between Succinimidomethyl and Phthalimidomethyl Radicals in Conjugate Addition to Alkylidenemalonate Initiated by Dimethylzinc Ken-ichi Yamada*, Yusuke Matsumoto, Shintaro Fujii, Takehito
Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles
![Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles](/thumbs/84/89186739.jpg "Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles")
Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics. This journal is the Owner Societies 2017 Hydrogen Sorption Efficiency of Titanium Decorated Calix[4]pyrroles Sandeep Kumar,
Supporting Information
Supporting Information Transition-metal-free Ring Expansion Reactions of Indene-1,3-dione: Synthesis of Functionalized Benzoannulated Seven-Membered Ring Compounds Qiyi Yao, Lingkai Kong, Mengdan Wang,
2-Carboxyquinolinium-2,4,6-trinitrobenzenesulfonatequinolinium-2-carboxylate
2-Carboxyquinolinium-2,4,6-trinitrobenzenesulfonatequinolinium-2-carboxylate (1/1/1) Author Smith, Graham, Wermuth, Urs, M. White, Jonathan Published 2008 Journal Title Acta Crystallographica. Section
Supporting Information
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is The Royal Society of Chemistry 2018 Supporting Information Crotonols A and B, Two Rare Tigliane Diterpenoid
Synthesis, Characterization, and Computational Study of Three-Coordinate SNS-Copper(I) Complexes Based on Bis-Thione Precursors
For Synthesis, Characterization, and Computational Study of Three-Coordinate SNS-Copper(I) Complexes Based on Bis-Thione Precursors John R. Miecznikowski a *; Matthew A. Lynn b ; Jerry P. Jasinski c ;
ELECTRONIC SUPPORTING INFORMATION
ELECTRONIC SUPPORTING INFORMATION Spectroscopic signatures of the carbon buckyonions C 60 @C 180 and C 60 @C 240 : a dispersion-corrected DFT study. Girolamo Casella, a Alessandro Bagno a and Giacomo Saielli*
Supporting Information for. Department of Chemistry, Vanderbilt University, Nashville, TN 37235
Supporting Information for Functional Group Transformations in Derivatives of 1,4-Dihydrobenzo[1,2,4]triazinyl Radical Agnieszka Bodzioch, a, Minyan Zheng, a Piotr Kaszyński, a,b * Greta Utecht a a Organic
and Trimethylene Carbonate
Electronic Supplementary Material (ESI) for Chemical Science. This journal is The Royal Society of Chemistry 2018 Supporting information for Preparation of Multiblock Copolymers via Step-wise Addition
difluoroboranyls derived from amides carrying donor group Supporting Information
The influence of the π-conjugated spacer on photophysical properties of difluoroboranyls derived from amides carrying donor group Supporting Information Anna Maria Grabarz a Adèle D. Laurent b, Beata Jędrzejewska
Supporting information. An unusual bifunctional Tb-MOF for highly sensing of Ba 2+ ions and remarkable selectivities of CO 2 /N 2 and CO 2 /CH 4
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A. This journal is The Royal Society of Chemistry 2015 Supporting information An unusual bifunctional Tb-MOF for highly sensing
A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Electronic Supplementary Material (ESI) for ChemComm. This journal is The Royal Society of Chemistry 2014 A facile and general route to 3-((trifluoromethyl)thio)benzofurans and 3-((trifluoromethyl)thio)benzothiophenes
Palladium-Catalyzed Direct ortho-sulfonylation of. Azobenzenes with Arylsulfonyl Chlorides via C H. Table of Contents
Electronic upplementary Material (EI) for RC Advances. This journal is The Royal ociety of Chemistry 205 upporting Information Palladium-Catalyzed Direct ortho-ulfonylation of Azobenzenes with Arylsulfonyl
Highly enantioselective cascade synthesis of spiropyrazolones. Supporting Information. NMR spectra and HPLC traces
Highly enantioselective cascade synthesis of spiropyrazolones Alex Zea a, Andrea-Nekane R. Alba a, Andrea Mazzanti b, Albert Moyano a and Ramon Rios a,c * Supporting Information NMR spectra and HPLC traces
metal-organic compounds
metal-organic compounds Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 {Bis[2-(diphenylphosphanyl)phenyl] ether-j 2 P,P 0 }(1,1 0 -dibenzyl-1h,1 0 H-4,4 0 - bi-1,2,3-triazole-j