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Synthesis and X-ray single-crystal structure study of 5,5′-bis(silyl)-functionalized 3,3′-dibromo-2,2′-dithiophenes

✍ Scribed by Thomas Baumgartner

Publisher: John Wiley and Sons
Year: 2005
Tongue: English
Weight: 123 KB
Volume: 19
Category: Article
ISSN: 0268-2605
DOI: 10.1002/aoc.917

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✦ Synopsis

A high-yield synthesis toward 5,5 -bis(silyl)-functionalized 3,3 -dibromo-2,2 -dithiophenes with very efficient work-up procedure is presented. The molecular structures of two silyl functionalized dibromo-dithiophenes in the solid state have been determined to investigate the structural influences of different functional groups on the degree of π -conjugation within the dithiophene moieties, as well as their packing properties. The planar alignment of the tert-butyldimethylsilyl-functionalized dibromo-dithiophene shows a significantly higher degree of conjugation of the π -system with a more favorable molecular packing than the skewed arrangement of the triisopropylsilyl-substituted species.

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