Chiral photochromic 2-(N-acyl-N-arylaminomethylene)benzo[b]thiophen-3(2H)-ones

被引：0
|
作者：
V. P. Rybalk
E. N. Shepelenko
Ya. Yu. Vorob'eva
G. S. Borodk
V. A. Bren'
V. I. Mink
S. M. Aldosh
V. V. Tkachev
A. N. Utenyshev
机构：
[1] Rostov State University,Institute of Physical and Organic Chemistry
[2] Russian Academy of Sciences,Institute of Problems of Chemical Physics
来源：
Russian Chemical Bulletin | 2003年 / 52卷
关键词：
benzo[; ]thiophenes; enaminoketones; photochromic compounds; chirality; hindered rotation; racemization;
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摘要：
Photochromic 2-(N-acyl-N-arylaminomethylene)benzo[b]thiophen-3(2H)-ones containing ortho-substituents in the N-phenyl ring were studied by X-ray diffraction analysis and 1H NMR spectroscopy. It was established that these compounds have stable chiral structures due to hindered rotation of the phenyl ring around the C—N bond. The energy barrier to racemization evaluated by dynamic NMR spectroscopy is ΔG#428 K = 98 kJ mol–1.
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页码：1800 / 1806
页数：6
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