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Appendix II-C:

NMR spectra chapter 4

(2)

N-(tert-Butyl)-9H-carbazole-9-carboxylate (7)

1H NMR (300 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(3)

N-(2-p-Toluene)sulfonyl-9H-carbazole (5)

1H NMR (300 MHz, CDCl3)

13 C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(4)

N-(2-pyridyl)sulfonyl-9H-carbazole (2)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

(5)

3-Bromo-N-(2-pyridyl)sulfonyl carbazole (17)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

(6)

2,3,4,9-Tetrahydro-N-(2-pyridyl)sulfonyl-1H-carbazole (15)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

(7)

N-(2-Pyridyl)sulfonyl-1,2,3,4-tetrahydroquinoline (31)

1H NMR (300 MHz, CDCl3)

2.912.932.95

3.643.663.68

4.56

7.017.037.037.047.087.107.137.147.157.157.167.467.477.47

7.907.917.987.987.998.018.01

8.658.668.67

N SO2Py

(8)

N-(2-Pyridyl)sulfonyl-1,2,3,4-tetrahydroquinoline (33)

1H NMR (300 MHz, CDCl3)

6.816.826.836.847.147.157.167.177.177.177.387.667.677.69

8.488.498.508.508.518.51

(9)

N-(2-Pyridyl)sulfonyl indoline (35)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(10)

3-Methoxy-N-(2-pyridyl)sulfonyl-9H-carbazole (18)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(11)

2-Chloro-N-2(pyridyl)sulfonyl-9H-carbazole (19)

1H NMR (500 MHz, CDCl3)

13C NMR (125 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(12)

1-Fluoro-N-(2-pyridyl)sulfonyl-9H-carbazole (20)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(13)

N-2(Pyridyl)sulfonyl-5H-benzo[b]carbazole (21)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(14)

Butyl (E)-3-[N-(2-pyridyl)sulfonyl-9H-carbazol-1-yl]acrylate (3)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

(15)

(E,E)-Dibutyl 3,3'-[N-(2-pyridyl)sulfonyl-9H-carbazole-1,8-diyl]diacrylate (4)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(16)

1,8-Bis[(E)-2-(phenylsulfonyl)vinyl]- N-(2-pyridyl)sulfonyl-9H-carbazole (8)

1H NMR (300 MHz, CDCl3)

13C NMR (125 MHz, acetone-d6)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200 210

f1 (ppm)

(17)

(E,E)-1,1'-[N-(2-Pyridyl)sulfonyl-9H-carbazole-1,8-diyl]bis(pent-1-en-3-one) (9)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(18)

1,8-Bis[(E)-4-nitrostyryl]- N-(2-pyridyl)sulfonyl-9H-carbazole (10)

1H NMR (300 MHz, DMSO-d6)

13C NMR (125 MHz, DMSO-d6)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(19)

1,8-Bis[(E)-4-(trifluoromethyl)styryl]-N-(2-pyridyl)sulfonyl-9H-carbazole (11)

1H NMR (500 MHz, CDCl3)

13C NMR (125 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(20)

(E,E)-Dibutyl 3,3'-[3-methoxy-N-(2-pyridyl)sulfonyl-9H-carbazole-1,8- diyl]diacrylate (24)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

CO2nBu nBuO2C

N

OMe

SO2Py

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(21)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(E,E)-Dibutyl 3,3'-[3-bromo-N-(2-pyridyl)sulfonyl-9H-carbazole-1,8- diyl]diacrylate (25)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(22)

(E,E)-Dibutyl 3,3'-[2-chloro-N-(2-pyridyl)sulfonyl-9H-carbazole-1,8-diyl]diacrylate (26)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190

f1 (ppm)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(23)

(E)-Butyl 3-[8-fluoro-N-(2-pyridyl)sulfonyl-9H-carbazol-1-yl]acrylate (27)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(24)

(E)-Butyl 3-{N-(2-pyridyl)sulfonyl-5H-benzo[b]carbazol-4-yl}acrylate (28)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(25)

(E)-Butyl 3-N-(2-pyridyl)sulfonyl-2,3,4,9-tetrahydro-1H-carbazol-8-yl]acrylate (29)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(26)

(E)-Butyl 3-[N-(2-pyridyl)sulfonyl)indolin-7-yl]acrylate (38)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

(27)

(E,E)-dibutyl 3,3'-(9H-carbazole-1,8-diyl)diacrylate (39)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

-1.5 -1.0 -0.5 0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(28)

(E)-Butyl 3-(indolin-7-yl)acrylate (41)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

0.0 0.5 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0

f1 (ppm)

(29)

Dimethyl 3,3'-(9H-carbazole-1,8-diyl)dipropanoate (40)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

(30)

1,2,5,6-Tetrahydropyrrolo[3,2,1-ij]quinolin-4-one (42)

1H NMR (500 MHz, CDCl3)

13C NMR (125 MHz, CDCl3)

(31)

Pyrrolo[3,2,1-ij]quinolin-4-one (43)

1H NMR (300 MHz, CDCl3)

13C NMR (75 MHz, CDCl3)

0 10 20 30 40 50 60 70 80 90 100 110 120 130 140 150 160 170 180 190 200

f1 (ppm)

Referencias

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