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International Journal of Photoenergy
Volume 1, Issue 3, Pages 161-164

Photoinitiated azo-hydrazo tautomerizm of 1-p- toluenesulphonylazo-2,4,6,8-tetrakis (tert-butyl)phenoxazine

Institute of Physical and Organic Chemistry of Rostov-on-Don State University Stachky av., 194/2, Rostov-on-Don 344090, Russia

Copyright © 1999 Hindawi Publishing Corporation. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


A novel photochromic compound with NH-N intramolecular H-bond (1-p-toluenesulphonylazo- 2,4,6,8-tetrakis(tert-butyl)phenoxazine) and the corresponding model structures (1-oxo-2,4,6,8-tetrakis(tertbutyl) phenoxazine, 2,4,5,7-tetrakis (tert-butyl )-1-( veratroylazo ) phenoxazine, 2,4,5,7-tetrakis ( tert-butyl )-Nacetyl- 1-(p-toluenesulphonylazo)phenoxazine) have been synthesized and their spectral and photochemical properties are studied. The photochromic transformations observed are found to be conditioned by ESIPT (as a primary step) followed by E-Z isomerisation about N–N-bond.