dl-BiTOT - A Novel Building Block for Electroactive Oligomers and Polymers in Semiconductor Applications

Abstract

The title compound dl-biTOT (1, dl-2,2′,3,3′-tetrahydro-2,2′-bithieno[3,2-b][1,4]oxathiine) was prepared in a five-step synthesis using cheap and readily available starting materials, with an overall yield of 50%. Compound 1 is believed to display interesting and unique properties as a building block in oligomer and polymer applications in the rapidly growing field of organic semiconductors. A new and superior method to oxidize dithiothreitol (Cleland’s reagent), that operates rapidly and cleanly on a multigram scale is also reported.

Key words

electroactive materials - building blocks - biaryls - heterocycles - oxidations

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von Kieseritzky, F.; Hellberg, J., submitted to J. Org. Chem.