Photoinitiated processes in 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)phenoxazine

被引:0
|
作者
T. E. Ivakhnenko
N. I. Makarova
E. P. Ivakhnenko
I. I. Chuev
S. M. Aldoshin
V. I. Minkin
M. I. Knyazhanskii
机构
[1] Rostov State University,Scientific Research Institute of Physical and Organic Chemistry
[2] Russian Academy of Sciences,Institute of Problems of Chemical Physics
来源
Russian Chemical Bulletin | 2000年 / 49卷
关键词
phenoxazine; structurally flexible systems; intramolecular proton phototransfer; –; -isomerization; molecular structure;
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中图分类号
学科分类号
摘要
New photochromic compound 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)phenoxazine containing the intramolecular hydrogen bond NH...N and the corresponding model structures 2,4,6,8-tetrakis(tert-butyl)-1-(veratroylazo)phenoxazine and 2,4,6,8-tetrakis(tert-butyl)-N-acetyl-1-(p-tolylsulfonylazo)phenoxazine were synthesized and studied. The data obtained suggested the mechanism of the photoreaction resulting in the accumulation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The photochromic transformations in the molecule under study are due to intramolecular proton phototransfer followed by E–Z-isomerization about the N–N bond and the formation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The molecular and crystal structure of the photoproduct was studied by X-ray analysis.
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页码:1981 / 1987
页数:6
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