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Issue 28, 2008
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Photocyclization reaction of a diarylmaleimide derivative in polar solvents

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Abstract

Photochromism of a symmetric diarylmaleimide derivative, having two thiophene rings (1), and a non-symmetric derivative having a S,S-dioxide thiophene ring and a thiophene ring (2) as the aryl moieties, was studied in various solvents. The photocyclization quantum yield of 1 gradually decreased with increasing the solvent polarity and the reaction was not observed in polar solvents, such as ethanol and acetonitrile; on the other hand, such a strong solvent dependence of the photocyclization reaction was not observed for 2; the different behavior is attributed to the weaker electron donating ability of the S,S-dioxide thiophene ring.

Graphical abstract: Photocyclization reaction of a diarylmaleimide derivative in polar solvents

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Supplementary files

Article information


Submitted
19 Feb 2008
Accepted
21 Apr 2008
First published
19 May 2008

Chem. Commun., 2008, 3281-3283
Article type
Communication

Photocyclization reaction of a diarylmaleimide derivative in polar solvents

M. Ohsumi, M. Hazama, T. Fukaminato and M. Irie, Chem. Commun., 2008, 3281
DOI: 10.1039/B802780C

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