Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.3 Cyclisierungsedukte 191
1 H-NMR δ [ppm]:
(300 MHz) Aceton-d6
13 C-NMR δ [ppm]:
(75 MHz) Aceton-d6
1.34 (t, 3 J=7.16, 3H, CH3, 2'''-H); 3.77 (s, 3H, CH3, 1 IV -H);
3.91 (s, 3H, CH3, N-CH3); 4.29 (q, 3 J=7.16, 2H, CH2, 1'''-H);
6.35 (d, 3 J=16.20, 1H, CH, 2'-H ((E/E)-Isomer)); 6.53 (d,
3 J=15.82, 1H, CH, 2''-H ((E/E)-Isomer)); 6.55 (ddd, 3 J=7.16,
3 J=6.78, 4 J=1.13, 1H, CH, 6-H); 7.38 (ddd, 3 J=6.78,
3 J=7.16, 4 J=1.13, 1H, CH, 5-H); 7.56 (d, 3 J=8.29, 1H, CH,
7-H); 7.91 (d, 3 J=15.45, 1H, CH, 3'-H ((E/E)-Isomer)); 7.97
(d, 3 J=15.82, 1H, CH, 3''-H ((E/E)-Isomer)); 7.97 (d,
3 J=7.91, 1H, CH, 4-H)
15.5 (CH3, C-2'''); 32.5 (CH3, N-CH3); 52.5 (CH3, C-1 lV );
61.4 (CH2, C-1'''); 112.4 (CH, C-7); 115.0 (Cq, C-3); 117.5
(CH, C-2'); 122.5 (CH, C-4); 123.7 (CH, C-5); 126.3 (CH,
C-2'' und C-6); 127.0 (Cq, C-3a); 132.7 (CH, C-3'); 138.0
(CH, C-3''); 138.8 (Cq, C-7a); 140.9 (Cq, C-2); 167.2 (Cq, C-
1'); 168.8 (Cq, C-1''')
EI-MS (70 eV); m/z (%) 313.8 (_, 55.32), 240.3 (91.50), 208.5 (71.91), 196.5
(13.22), 181.4 (100.00), 151.7 (10.18)
Elementaranalyse (%): Ber.: C: 68.99 H: 6.11 N: 4.47
Gef.: C: 69.11 H: 6.21 N: 4.44
UV/VIS [nm]: lgε
CH2Cl2
λmax: 304.6 (5.40); λ1: 355.6 (5.16)
IR (KBr); ö [cm -1 ] 3391 (w) 3068 (w) 2985 (m) 2946 (m) 2902 (m)
1705 (s) 1640 (s) 1617 (s) 1574 (m) 1503 (w)
1471 (s) 1434 (s) 1411 (s) 1368 (s) 1348 (m)
1313 (s) 1285 (s) 1236 (m) 1188 (s) 1162 (s)
1135 (s) 1112 (m) 1052 (m) 1032 (s) 1015 (m)
987 (s) 974 (s) 959 (m) 913 (w) 887 (m)
868 (m) 849 (m) 833 (m) 822 (m) 780 (m)
764 (m) 753 (m) 742 (s) 723 (m) 690 (w)
666 (w)