This article focuses on the development of practical approaches to the preparation of benzo[1,2-:4,3-']bis(thiazoles) using blue light-induced photochemical cyclization of '-(1,4-aryl)dithioamides in the presence of -chloranil as a mild oxidant. The proposed method allows to obtain benzo[1,2-:4,3-']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-:4,3-]bis(thiazole) and -benzo[1,2-:4,5-']bis(thiazole) are studied in detail. The properties of the synthesized compounds suggest their potential applications for organic electronics.
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http://dx.doi.org/10.1021/acs.joc.2c00310 | DOI Listing |
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