Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10 Experimenteller, chemisch-präparativer Teil 280
13 C-NMR δ [ppm]:
(75 MHz) CD2Cl2
28.5 (2xCH3, C-2''); 34.4 (CH3, N-CH3); 81.1 (Cq, C-1'');
109.7 (CH, C-10); 117.4 (Cq, C-5); 119.8 (CH, C-7); 120.5
(CH, C-8); 121.2 (Cq, C-6a); 122.8 (CH, C-4); 122.9 (Cq, C-
11b); 123.3 (Cq, C-6b); 124.4 (CH, C-3); 125.4 (CH, C-2);
125.5 (CH, C-1); 126.1 (CH, C-9); 127.6 (CH, C-6); 131.7
(Cq, C-4a); 138.0 (Cq, C-11a); 141.6 (Cq, C-10a); 167.8 (Cq,
C-1')
EI-MS (70 eV); m/z (%) 330.9 (_, 38.49), 274.7 (100.00), 257.7 (23.94), 230.0
(22.42),
Elementaranalyse (%): Ber.: C: 79.73 H: 6.39 N: 4.23
Gef.: C: 79.69 H: 6.32 N: 4.20
UV/VIS [nm]: lgε
CH2Cl2
λmax: 286.4 (5.60); λ1: 394.4 (3.60); λ2: 388.2 (3.57);
λ3: 343.0 (5.00); λ4: 255.0 (5.42); λ5: 247.2 (5.43)
IR (KBr); ö [cm -1 ] 3058 (w) 3005 (w) 2975 (m) 2933 (w) 2875 (w)
1690 (s) 1589 (m) 1576 (w) 1552 (w) 1517 (w)
1476 (m) 1443 (m) 1390 (w) 1366 (s) 1333 (m)
1298 (w) 1282 (m) 1262 (s) 1236 (m) 1164 (s)
1154 (s) 1131 (s) 1067 (m) 1029 (w) 1000 (m)
916 (w) 891 (w) 849 (w) 802 (w) 791 (m)
743 (m) 738 (s)
10.4.3.16 11-Methyl-11H-benzo[a]carbazol-5-carbonitril (118)
9
8
10
Summenformel: C18H12N2
Molekulargewicht: 256.30
7
6b 6a
N
CH 3
6
1
CN
5
4a
11
10a 11a 11b
Einsatzmengen: 258 mg (1,0 mmol) 68
Iod
350 ml CH2Cl2
Reaktionsbedingungen: photochemisch hν, 3h
Aufarbeitung: säulenchromatographisch (PE / EE = 2 / 1)
1'
2
4
3