1H- and 13C-NMR Analysis of a Series of 1,2-Diaryl-1H-4,5-dihydroimidazoles
Abstract
:Introduction
1 | C6H5 | C6H5 |
2 | 4-CH3C6H4 | C6H5 |
3 | 4-CH3OC6H4 | C6H5 |
4 | 4-ClC6H4 | C6H5 |
5 | 4-NO2C6H4 | C6H5 |
6 | 3,4-(CH3O)2C6H3 | C6H5 |
7 | C6H5 | 4-CH3OC6H4 |
8 | C6H5 | 4-ClC6H4 |
9 | C6H5 | 3-NO2C6H4 |
10 | 4-NO2C6H4 | 4-NO2C6H4 |
11 | 2-NO2C6H4 | 4-NO2C6H4 |
12 | CH3 | C6H5 |
13 | iso-C3H7 | C6H5 |
Results and Discussion
1 | C6H5 | C6H5 | 4.03 s | 6H: 6.70, dd, J1=8.70, J2=1.01 8H: 6.96, t, J1=7.457H: 7.10, t, J1= 8.50 | 11H,12H: 7.20-7.35, m 10H: 7.45, d, J=7.02 | – | |
2 | 4-CH3C6H4 | C6H5 | 4.00 s | 6H: 6.80, d, J=8.20 7H: 7.05, d, J= 8.20 | 11H,12H: 7.32-7.40, m 10H: 7.52, d, J=7.07 | 3.20, s, CH3 | |
3 | 4-CH3OC6H4 | C6H5 | 4.00 s | 6H: 6.75, dd, J1=8.2, J2=2.20 7H: 7.00, dd, J1=8.2, J2=2.20 | 11H,12H: 7.20-7.33, m, 10H: 7.45 dd, J1=8.47, J2=1.72 | 3.75, s, CH3 | |
4 | 4-ClC6H4 | C6H5 | 4.01 s | 6H: 6.65, dd, J1=6.67, J2=2.21 7H: 7.08, dd, J1=6.67, J2=2.21 | 11H,12H: 7.21-7.34, m 10H: 7.42, dd, J1=6.90, J2=1.54 | – | |
5 | 4-NO2C6H4 | C6H5 | 4.15 m [a] | 6H: 6.67, dd, J1=7.02, J2=2.20 7H: 8.05, dd, J1=7.02, J2=2.20 | 10H-12H:7.47-7.51, m | – | |
6 | | C6H5 | 4.00 m [a] | 6H: 6.31, d, J= 2.40 6´H: 6.44, dd, J1=8.40, J2=2.40 7´H: 6.90, d, J=8.40 | 11H,12H: 7.20-7.33, m 10H: 7.46, dd, J1=8.50, J2=1.80 | 3.52, s, OCH3 3.80, s, OCH3 | |
7 | C6H5 | 4-CH3OC6H4 | 3.90 s | 6H: 6.78, m [b] 8H: 6.93-6.98, m 7H: 7.15, dd, J1=7.50, J2=2.10 | 11H: 6.78, m [b] 10H: 7.41, d, J=8.90 | 3.65, s, OCH3 | |
8 | C6H5 | 4-ClC6H4 | 3.98 s | 6H: 6.74, dd, J1=8.50, J2=1.10 8H: 6.97, td, J1=7.50, J2=1.10 7H: 7.15, dd, J1=8.50, J2=7.50 | 11H: 7.20, d, J=8.50 10H: 7.39, d, J=8.50 | – | |
9 | C6H5 | | 4.08 s | 6H: 6.80, dd, J1=8.30, J2=1.3 8H: 7.02, t, J=7.80 7H: 7.18, dd, J1= 8.30, J2=7.80 | 11´H: 7.43, t, J=7.90 10´H: 7.75, td, J1=6.40, J2=1.50 12H: 8.12, td, J1=7.70, J2=1.50 10H: 8.40, t, J1=1.80 | – | |
10 | 4-NO2C6H4 | 4-NO2C6H4 | 4.20 s | 6H: 6.71, d, J=9.01 7H: 8.09, d, J=9.01 | 10H: 7.70, d, J=8.80 11H: 8.25, d, J= 8.80 | – | |
11 [c] | | 4-NO2C6H4 | 4H:4.00 t, J=9.20 3H:4.20 t, J=9.20 | 6´H: 7.08, dd, J1 = 7.90 8H: 7.29, dt, J1 = 7.78, J2 = 1.20 7´H:7.42, dt, J1 = 7.78, J2 = 1.15 7H: 7.84, dd, J1=8.09, J2=1.15 | 10H: 7.61, d, J= 9.09 11H: 8.10, d, J=9.09 | – | |
12 | CH3 | C6H5 | 3.80 m [a] | 3.01, s, CH3 | 10H-12H: 7.30, s | – | |
13 | CH(CH3)2 | C6H5 | 3.50 m [a] | CH3 :1.00, d CH:2.30, m | 7.30, s | – |
1 | C6H5 | C6H5 | 161.7 | 52.5, 53.9 | 5C: 142.1; 6C: 122.5; 7C,10C,11C: 128.6, 128.7, 128.0; 8C: 123.4; 9C: 130.7; 12C: 129.9 | – |
2 | 4-CH3C6H4 | C6H5 | 162.0 | 52.7, 53.9 | 5C: 142.0; 6C: 123.0; 7C,10C,11C: 128.2, 128.9, 129.1; 8C: 131.0; 9C: 130.4; 12C: 128.5 | CH3: 20.5 |
3 | 4-CH3OC6H4 | C6H5 | 163.2 | 54.8, 55.1 | 5C: 136.1; 6C: 124.9; 7C: 113.8; 8C: 156.1; 9C: 130.9; 10C,11C: 127.8, 128.4; 12C: 129.4 | – |
4 | 4-ClC6H4 | C6H5 | 162.1 | 52.8, 53.1 | 5C: 141; 6C: 123.5; 7C,10C,11C: 128.7, 128.5, 128.4; 8C: 128.4; 9C: 130.7; 12C: 130.1 | – |
5 | 4-NO2C6H4 | C6H5 | 160.1 | 52.2, 52.9 | 5C: 147.4; 6C: 119.3; 7C: 124.2; 8C: 140.9; 9C: 131.4; 10C,11C: 128.0, 128.3; 12C: 131.4 | – |
6 | | C6H5 | 163.2 | 53.0, 54.1 [a] | 5C: 136.4; 6: 108.2; 6´C,7´C: 111.3, 115.1; 7C: 149.2; 8C: 145.4; 9C: 131.1; 10C,11C: 129.1, 129.2; 12C: 130.1 | CH3O: 55,2, 56.0 [a] |
7 | C6H5 | 4-CH3OC6H4 | 162.3 [b] | 52.6, 54.0 | 5C: 143.6; 6C: 122.5; 7C: 128.3; 8C: 123.2; 9C: 123.6, 10C: 130.2; 11C: 113.3; 12C: 160.7 [b] | CH3O: 55,1 |
8 | C6H5 | 4-ClC6H4 | 161.4 | 52.7, 53.9 | 5C: 142.6; 6C: 122.5, 7C,11C: 128.1, 128.6; 8C: 123.5; 9C: 129.7; 10C: 129.8; 12C: 135.6 | – |
9 | C6H5 | | 160.1 | 53.3, 54.4 | 5C: 142.4; 6C: 123.1; 7C: 129.1; 8C,10C,12C: 123.7, 124.4, 124.6; 9C: 132.8; 10´C: 134.3; 11C: 147.8; 11´C: 129.3 | – |
10 | 4-NO2C6H4 | 4-NO2C6H4 | 160.4 | 53.4, 54.9 | 6C,7C,10C, 11C: 121.9, 126.2, 127.2, 130.7; 9C: 137.9; 5C,8C,12C: 143.3, 147.3, 151.1 | – |
Conclusions
Experimental
General
Acknowledgments
References and Notes
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Salerno, A.; Perillo, I.A. 1H- and 13C-NMR Analysis of a Series of 1,2-Diaryl-1H-4,5-dihydroimidazoles. Molecules 2005, 10, 435-443. https://doi.org/10.3390/10020435
Salerno A, Perillo IA. 1H- and 13C-NMR Analysis of a Series of 1,2-Diaryl-1H-4,5-dihydroimidazoles. Molecules. 2005; 10(2):435-443. https://doi.org/10.3390/10020435
Chicago/Turabian StyleSalerno, Alejandra, and Isabel A. Perillo. 2005. "1H- and 13C-NMR Analysis of a Series of 1,2-Diaryl-1H-4,5-dihydroimidazoles" Molecules 10, no. 2: 435-443. https://doi.org/10.3390/10020435