THERMOLYSIS OF 6-ARYL-1,5-DIAZABICYCLO[3.1.0]HEXANES
843
1
Table 1. IR and H NMR spectra of compounds synthesized
1
1
Compd.
no.
IR spectrum, cm
H NMR spectrum, , ppm (J, Hz)
Ic
Id
Ie
880, 960, 980, 1025, 1095, 1110, 1260, 1.90 m (2H), 2.30 s (3H), 2.97 m (2H), 3.22 s (1H), 3.51 m
1
1
290, 1310, 1340, 1385, 1455, 1470, 1520, (2H), 7.11 d (2H, 7.9), 7.24 d (2H, 7.9)
620, 2880, 2990 s, 3030 s
870, 969, 980, 1020, 1095, 1250, 1300, 1.92 m (2H), 2.98 m (2H), 3.33 s (1H), 3.54 m (2H), 7.35 m (4H)
1
2
340, 1380, 1430, 1450, 1495, 1600, 2880,
990 s, 3030 s
920, 940, 965, 980, 1080, 1090, 1110, 1260, 1.94 m (2H), 3.18 m (2H), 3.24 s (1H), 3.64 m (2H), 7.52 t
1
1
280, 1295, 1320, 1355 s, 1460, 1490, 1540, (1H, 7.9), 7.70 d (1H, 7.9), 8.18 d (1H, 7.9), 8.25 s (1H)
590, 2885, 2960, 2990 s, 3035 s
IVa 850, 880, 940, 1000, 1030, 1050, 1110, 2.36 s (3H), 2.65 m (2H), 2.93 m (2H), 4.17 s (2H), 6.83 s
1
1
2
160, 1260, 1290, 1310, 1360, 1380, 1440, (1H), 7.17 d (2H, 7.7), 7.29 d (2H, 7.7)
460, 1520, 1580, 1600, 1620, 2830, 2930,
990, 3030 s
IVb 850, 880, 920, 960, 990, 1160, 1250, 1290, 2.66 m (2H), 2.94 m (2H), 4.17 s (2H), 6.84 s(1H), 7.33 m(4H)
1
2
350, 1410, 1440, 1500, 1600, 1630, 2840,
930, 3030 s
IVc 850, 880, 900, 940, 1000, 1060, 1100, 1170, 2.70 m (2H), 3.01 m (2H), 4.26 s (2H), 6.88 s (1H), 7.53 m
1
1
250, 1290, 1320, 1350 s, 1440, 1485, 1540, (1H), 7.76 d (1H, 7.4), 8.15 d (1H, 8.2), 8.29 s (1H)
585, 1600, 1720, 1780, 2840, 2930, 3035
Va
Vb
Vf
1240, 1380, 1500, 1600, 1730 s, 1790, 2860, 2.25 m (2H), 2.66 m (2H), 3.27 m (1H), 3.45 m (1H), 4.00 m
990, 3040 (2H), 4.70 ¼.s (1H), 7.30 7.65 (10H)
1040, 1240, 1260, 1300, 1390, 1460, 1520, 2.23 m (2H), 2.65 m (2H), 3.27 m (1H), 3.46 m (1H), 3.84 s
610, 1730 s, 1790, 2845, 2970, 3040 7.60 d (2H, 7.5)
1040, 1110, 1240, 1260, 1310, 1380, 1470, 2.25 m (2H), 2.60 m (2H), 3.26 m (1H), 3.45 m (1H), 3.83 s
2
a
1
a
1
520, 1620, 1730 s, 1790, 2840, 2980, 3040 (3H), 3.98 m (2H), 4.67 br.s (1H), 6.87 7.52 (9H)
Vg
1040, 1110, 1260 s, 1305, 1390, 1440, 1470, 2.22 m (2H), 2.60 m (2H), 3.27 m (1H), 3.44 m (1H), 3.84 s
1
520, 1610, 1730 s, 1790, 2845, 2910, 2940, (6H), 3.96 m (2H), 4.66 br.s (1H), 6.94 d (2H, 8.4), 7.00 d
970, 3040 (2H, 8.8), 7.25 d (2H, 8.8), 7.51 d (2H, 8.4)
2
a
Vk
1010, 1040, 1100, 1240, 1385, 1500, 1600, 2.23 m (2H), 2.35 s (3H), 2.64 m (2H), 3.28 m
610, 1730 s, 1790, 2860, 2990, 3040 (1H), 3.47 m (1H), 3.99 m (2H), 4.68 br.s (1H), 15 7.50 (9H)
1040, 1110, 1240, 1260, 1300, 1390, 1470, 2.22 m (2H), 2.38 s(3H), 2.65 m (2H), 3.27 m (1H), 3.46 m (1H),
520, 1680, 1730 s, 2845, 2970, 3040 3.84 s (3H), 3.98 m (2H), 4.66 br.s (1H), 6.92 7.50 (8H)
Vm 1100, 1240, 1380, 1520, 1730 s, 1800, 2860, 2.25 m (2H), 2.33 s (3H), 2.40 s (3H), 2.63 m (2H), 3.27 m
890, 2930, 2990, 3040 (1H), 3.46 m (1H), 3.99 m (2H), 4.67 br.s (1H), 7.02 7.50 (8H)
1020, 1080, 1190, 1240, 1380, 1495, 1525, 2.25 m (2H), 2.38 s (3H), 2.63 m (2H), 3.25 m (1H), 3.45 m
1
a
Vl
1
2
Vn
1
730 s, 2860, 2990, 3040
(1H), 3.98 m (2H), 4.64 br.s (1H), 7.17 7.27 (4H), 7.47 d
2H, 7.9), 7.62 d (2H, 8.4)
1100, 1240, 1350, 1385, 1540, 1730 s, 2.25 m (2H), 2.39 s (3H), 2.61 m (2H), 3.28 m (1H), 3.47 m
860, 2990, 3050 (1H), 4.03 m (2H), 4.47 br.s (1H), 7.09 8.37 (8H)
1040, 1240, 1380, 1500, 1600, 1730 s, 2.26 m (2H), 2.65 m (2H), 3.26 m (1H), 3.47 m (1H), 3.93 m
790, 2860, 2990, 3040 (2H), 4.60 br.s (1H), 7.05 7.56 (9H)
1040, 1100, 1240, 1260, 1300, 1390, 1500, 2.24 m (2H), 2.62 m (2H), 3.25 m (1H), 3.46 m (1H), 3.84 s(3H),
(
a
Vo
Vp
Vq
Vr
Vs
Vt
2
a
1
a
1
520, 1610, 1730 s, 2840, 2970, 3040
3.93 m (2H), 4.58 br.s (1H), 6.91 7.55 (8H)
2.25 m (2H), 2.40 s (3H), 2.62 m (2H), 3.25 m (1H),
3.47 m (1H), 3.92 m (2H), 4.59 br.s (1H), 7.01 7.56 (8H)
a
1020, 1100, 1240, 1380, 1500,
520, 1730 s, 2860, 2990, 3040
1
a
1040, 1080, 1100, 1130, 1240, 1380, 1500, 2.25 m (2H), 2.62 m (2H), 3.22 m (1H), 3.46 m (1H),
730 s, 2860, 2990, 3040 3.94 (2H), 4.57 br.s (1H), 7.10 7.65 (8H)
1100, 1180, 1240, 1300, 1350, 2.26 m (2H), 2.60 br.s (2H), 3.21 br.s (1H), 3.44 m (1H),
1
m
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY Vol. 37 No. 6 2001