Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.4 Cyclisierungen 263
1 H-NMR δ [ppm]:
(300 MHz) CDCl3
13 C-NMR δ [ppm]:
(75 MHz) DMSO-d6
1.53 (t, 3 J=7.15, 1H, CH3, 2''-H); 4.54 (q, 3 J=7.15, 1H, CH2,
1''-H); 7.36 (ddd, 3 J=7.87, 3 J=8.11, 4 J=0.95, 1H, CH, 8-H);
7.48 (ddd, 3 J=7.15, 3 J=8.35, 4 J=1.19, 1H, CH, 9-H); 7.59-
7.69 (m, 3H, 3xCH, 2-H, 3-H, 10-H); 8.17 (d, 3 J=7.15, 2H,
2xCH, 1-H, 7-H); 8.98 (s, 1H, CH, 6-H); 9.08 (s, 1H, NH);
9.24 (dd, 3 J=6.91, 4 J=1.91, 1H, CH, 4-H)
14.2 (CH3, C-2''); 60.2 (CH2, C-1''); 111.6 (CH, C-10); 115.6
(Cq, C-5); 117.4 (Cq, C-6a); 119.9 (CH, C-7); 120.0 (CH, C-
8); 121.2 (Cq, C-11b); 122.3 (CH, C-4); 123.2 (Cq, C-6b);
125.1 (CH, C-3 oder C-2); 125.2 (CH, C-2 oder C-3); 125.6
(CH, C-1); 126.3 (CH, C-9); 126.6 (CH, C-6); 129.7 (Cq, C-
4b); 138.3 (Cq, C-11a); 139.1 (Cq, C-10a); 167.2 (Cq, C-1')
EI-MS (70 eV); m/z (%) 288.4 (_, 58.73), 243.8 (37.17), 217.7 (75.83), 148.7
(49.78), 121.9 (19.18), 106.7 (100.00), 94.7 (36.20), 80.8
(51.84), 66.8 (33.56), 57.4 (27.92)
Elementaranalyse (%): Ber.: C: 78.87 H: 5.23 N: 4.84
Gef.: C: 77.40 H: 5.70 N: 4.73
UV/VIS [nm]: lgε
CH2Cl2
λmax: 282.8 (5.57); λ1: 339.4 (5.03); λ2: 301.6 (5.21);
λ3: 241.8 (5.36)
IR (KBr); ö [cm -1 ] 3365 (s) 3291 (m) 3187 (w) 3051 (w) 2979 (m)
2930 (w) 2900 (w) 2885 (w) 1678 (s) 1616 (m)
1598 (m) 1578 (m) 1565 (m) 1515 (m) 1502 (m)
1464 (m) 1453 (s) 1432 (w) 1392 (m) 1376 (m)
1360 (m) 1349 (m) 1330 (m) 1291 (s) 1245 (s)
1229 (s) 1202 (s) 1181 (s) 1162 (m) 1153 (m)
1133 (m) 1108 (m) 1081 (w) 1052 (m) 1035 (m)
987 (w) 942 (w) 910 (w) 873 (w) 846 (w)
838 (w) 785 (m) 741 (m) 731 (s) 701 (w)
667 (w)
10.4.3.3 11H-Benzo[a]carbazol-5-carbonsäure-tert.-butylester (105)
9
8
10
7
6b 6a
N
H
6
11
10a 11a
1
CO2C(CH3)3
5
4a
11b
1'
2
4
1'' 2''
3