Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.4 Cyclisierungen 287
1 H-NMR δ [ppm]:
(300 MHz) CDCl3
13 C-NMR δ [ppm]:
(75 MHz) CDCl3
3.99 (s, 3H, CH3, 1''-H); 4.22 (s, 3H, CH3, N-CH3); 7.27 (dd,
3 J=9.30, 4 J=2.62, 1H, CH, 2-H); 7.36 (ddd, 3 J=6.44,
3 J=6.44, 4 J=1.67, 1H, CH, 8-H); 7.47-7.56 (m, 2H, 2xCH, 9-
H, 10-H); 7.59 (d, 4 J=2.62, 1H, CH, 4-H); 8.02 (d, 3 J=7.63,
1H, CH, 7-H); 8.37 (s, 1H, CH, 6-H); 8.49 (d, 3 J=9.30, 1H,
CH, 1-H)
33.8 (CH3, N-CH3); 55.4 (CH3, C-1''); 99.6 (Cq, C-5); 105.5
(CH, C-4); 109.2 (CH, C-10); 116.6 (2xCq, C-6a und C-1');
118.3 (CH, C-2); 119.3 (CH, C-7); 119.7 (Cq, C-11b); 120.8
(CH, C-8); 122.3 (Cq, C-6b); 124.1 (CH, C-1); 125.5 (CH,
C-9); 127.0 (CH, C-6); 134.0 (Cq, C-4a); 138.2 (Cq, C-11a);
140.8 (Cq, C-10a); 158.2 (Cq, C-3)
EI-MS (70 eV); m/z (%) 285.7 (_, 81.12), 242.8 (27.55), 217.9 (69.74), 148.6
(41.58), 134.6 (19.45), 106.7 (100.00), 94.7 (27.40), 76.6
(39.72), 66.8 (27.98), 55.2 (61.82)
Elementaranalyse (%): Ber.: C: 79.70 H: 4.93 N: 9.78
Gef.: C: 79.77 H: 5.04 N: 9.70
UV/VIS [nm]: lgε
CH2Cl2
λmax: 292.2 (5.46); λ1: 369.4 (4.68); λ2: 338.6 (4.77);
λ3: 246.6 (5.08)
IR (KBr); ö [cm -1 ] 3306 (w) 3266 (w) 3155 (w) 3094 (w) 3049 (w)
2998 (w) 2935 (w) 2871 (w) 2833 (w) 2203 (m)
1676 (m) 1623 (s) 1592 (m) 1559 (m) 1510 (w)
1478 (s) 1470 (s) 1452 (m) 1439 (m) 1379 (m)
1331 (m) 1287 (s) 1273 (s) 1256 (m) 1230 (s)
1185 (m) 1177 (m) 1139 (m) 1067 (w) 1050 (m)
1024 (m) 926 (w) 913 (w) 901 (w) 868 (w)
853 (w) 837 (m) 809 (m) 770 (w) 765 (m)
753 (m) 740 (m) 698 (w) 688 (w) 656 (w)
10.4.3.21 3-Fluoro-11-methyl-11H-benzo[a]carbazol-5-carbonsäureethylester (123)
Summenformel: C20H16FNO2
9
8
10
1' 1'', 2''
7 6
6b 6a 5
4a
4
11
10a 11a 11b
3
1
2
N
CH 3
CO2C2H5
F