4.4 Article

Preparation of silanethiols by reaction of silanes with triphenylphosphine sulfide and with alkanethiols

Journal

TETRAHEDRON LETTERS
Volume 42, Issue 27, Pages 4581-4584

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(01)00801-2

Keywords

silicon and compounds; phosphorus and compounds; thiols; radicals and radical reactions

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Silanes react with triphenylphosphine sulfide by a radical-chain mechanism to give the corresponding silanethiols in good yield. Silanethiols are similarly formed when silanes react with tert-dodecanethiol. Enantiomerically pure (S)-Bu ' MePhSiH gave racemic silanethiol with Ph(3)P=S, but with tert-dodecanethiol silanethiol with an ee up to 60% has been obtained, although in low chemical yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

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