Synthesis and Conformational Assignment of N-(E)-Stilbenyloxymethylenecarbonyl-Substituted Hydrazones of Acetone and o-(m- and p-) Chloro- (nitro-) benzaldehydes by Means of ¹H and ¹³C NMR Spectroscopy

Table 9

¹H and ¹³C NMR data of cis/trans conformers of 1–18 in DMSO-d₆.

Compound	^1H NMR	Conformer	^13C NMR	Conformer	Δ %
	O–CH2–	Cis %	O–CH2–	Cis %
	s(δ, ppm) [height]	Trans %	s(δ, ppm) [height]	Trans %
1	5.20 [127.8]	61.06	64.78 [47.50]	60.58	0.48
	4.27 [81.5]	38.93	66.59 [30.90]	39.41
2	5.20 [116.1]	61.55	64.78 [16.8]	59.57	1.98
	4.72 [72.5]	38.44	66.48 [11.4]	40.42
3	5.18 [56.8]	61.14	64.74 [18.20]	62.32	1.18
	4.71 [36.1]	38.55	66.51 [11.00]	37.67
4	5.17 [122.1]	65.01	64.69 [42.50]	64.68	0.33
	4.73 [65.7]	34.98	66.46 [23.20]	35.31
5	5.23 [122.0]	57.98	64.71 [24.40]	58.50	0.52
	4.75 [88.4]	42.01	66.42 [24.40]	41.49
6	5.23 [117.2]	63.69	64.71 [21.60]	58.53	5.16
	4.75 [66.8]	36.31	66.44 [15.30]	41.46
7	5.20 [70.7]	61.43	64.80 [13.60]	59.91	1.51
	4.72 [44.4]	38.57	66.54 [9.10]	40.08
8	5.20 [77.8]	62.94	64.78 [12.90]	60.84	2.10
	4.71 [45.8]	37.06	66.46 [8.30]	39.15
9	5.18 [112.6]	61.33	64.76 [8.20]	59.85	1.47
	4.71 [71.0]	38.68	66.47 [5.50]	40.14
10	5.17 [143.7]	66.52	64.64 [32.70]	67.70	1.18
	4.73 [72.3]	33.48	66.40 [15.60]	32.29
11	5.24 [162.4]	59.31	64.71 [55.30]	59.59	0.28
	4.75 [111.4]	40.68	66.40 [37.5]	40.40
12	5.23 [68.5]	63.95	64.71 [35.90]	66.48	2.53
	4.75 [38.6]	36.04	66.42 [18.10]	33.51
13	5.21 [113.6]	63.04	64.81 [25.70]	67.26	4.21
	4.74 [66.6]	36.95	66.49 [12.51]	32.74
14	5.23 [49.1]	64.69	64.80 [28.5]	63.33	1.36
	4.73 [26.8]	35.30	66.49 [16.5]	36.66
15	5.23 [82.7]	63.12	64.76 [24.60]	62.27	0.85
	4.75 [48.3]	36.87	66.45 [14.90]	37.72
16	5.20 [125.8]	66.35	64.72 [25.30]	65.71	0.64
	4.76 [63.8]	33.64	66.40 [13.20]	34.28
17	5.26 [43.5]	59.91	64.80 [16.80]	58.53	1.38
	4.76 [29.1]	40.08	66.43 [11.90]	41.46
18	5.26 [106.8]	65.39	67.74 [39.30]	65.71	0.32
	4.77 [56.51]	34.60	66.39 [20.50]	34.28

The difference between the percentage of the conformers of compounds 1–18 calculated from ¹H NMR and ¹³C NMR data.