Study of cis-trans stereochemistry of 2-(2-chlorobenzylideneamino)phenol and 2-(2-chlorophenyl imino)methyl)phenol (Schiff bases) by GC and GC-MS spectrometry

被引：3

作者：

Fakhraian, Hossein ^{[1
]}

Nafary, Yaser ^{[1
]}

Chalabi, Hossein ^{[1
]}

机构：

[1] Imam Hossein Univ, Dept Chem, Tehran, Iran

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2009年 / 35卷 / 05期

关键词：

Cis-trans stereochemistry; Imine; Schiff bases; GC-MS spectrometry; X-ray diffraction; STRUCTURAL-CHANGES; IMINES; RESONANCE; STATE;

D O I：

10.1007/s11164-009-0067-z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cis-trans stereochemistry of 2-(2-chlorobenzylideneamino)phenol (1) and 2-(2-chlorophenyl imino)methyl)phenol (2) (Schiff bases) was studied by GC-MS spectrometry, and cis-trans conversion of the two compounds in solution was investigated by GC. Thus, 2 exists as a sole trans configuration and its conversion to cis was unsuccessful in any circumstance, while compound 1 exists as a mixture of two configurations in solution, occurrence of which were dependent on the temperature, heating time, solvent, and acid catalyst. X-ray crystallography of solid 1 presented a sole trans configuration.

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页码：555 / 562

页数：8

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