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Photochemical Synthesis and Electrochemical and Photophysical Properties of 2,7-Diarylbenzo[1,2-d:4,3-d']bis(thiazoles).

Anastasia S KostyuchenkoEvgenii B UliankinAntony J StasyukAnna L SamsonenkoTatyana Yu ZheleznovaAnton L ShatsauskasAlexander S Fisyuk
Published in: The Journal of organic chemistry (2022)
This article focuses on the development of practical approaches to the preparation of benzo[1,2- d :4,3- d ']bis(thiazoles) using blue light-induced photochemical cyclization of N,N '-(1,4-aryl)dithioamides in the presence of p -chloranil as a mild oxidant. The proposed method allows to obtain benzo[1,2- d :4,3- d ']bis(thiazoles) containing donor substituents in the conjugated chain. Photophysical and (spectro)electrochemical properties of 2,6-di([2,2'-bithiophen]-5-yl)benzo[1,2- d :4,3- d' ]bis(thiazole) and -benzo[1,2- d :4,5- d ']bis(thiazole) are studied in detail. The properties of the synthesized compounds suggest their potential applications for organic electronics.
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