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International Journal of Photoenergy
Volume 3 (2001), Issue 1, Pages 25-32

The structure and characteristics of photochromic dithienylethenes

1N. D. Zelinsky Institute of Organic Chemistry, Moscow, Russia
2M. V. Lomonosov Moscow State University, Chem. Department, Russia

Copyright © 2001 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.


The data on X-ray diffraction analysis for dihetarylethenes with perfluorocyclopentene (F), maleic anhydride (M) and cyclobutenedione (S) bridges between thienyl fragments were summarized and their photochromic properties were discussed. It was established that benzoxazole and benzothiazole substituents in position 5 of thienyl rings are coplanar to the plane of thiophene cycles. Thienyl fragments in A form of all dithienylethenes are considerably turned relative to the plane of bridging cycle. It means that there is no conjugation between π-electrons of aromatic heterocycles and double bond of the bridge.

Flattening of molecule frameworkand the envelope conformation of thienyl cycles because of aromaticity loss are characteristic features of the form B structure with F-bridge. In all cases (excluding the compounds with alkylthio substituents in position 2 of thiophene cycle) the photochromic transition AB is observed independently of different nature and structure of functional groups.