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Synthesis 2002(4): 0552-0556
DOI: 10.1055/s-2002-20972
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of a New Type of Bis(acylsilanes) Starting from 2-Alkyl- or 2-Phenyl-1,3-dithiane and Bis(chlorinated) Disilane or Disiloxane

Jean-Philippe Bouillon*, Florent Huguenot, Charles Portella*
Laboratoire "Réactions Sélectives et Applications", Associé au CNRS (UMR 6519), Université de Reims, Faculté des Sciences B.P. 1039, 51687 Reims Cedex 2, France
Fax: +33(3)26913166; e-Mail: jp.bouillon@univ-reims.fr, charles.portella@univ-reims.fr;
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Publication History

Received 19 December 2001
Publication Date:
28 July 2004 (online)

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Abstract

New bis(acylsilanes) 17-19 bearing silicon atoms in an internal position were synthesized via silylation of 2-lithio-2-substituted-1,3-dithianes with bis(chlorinated) disilane 10 or siloxanes 11, 12. The dethioketalization of bis(dithianes) intermediates was performed using iodine and calcium carbonate. The method was efficient and general for linear and substituted alkyl chain derivatives but gave low yields for the aromatic compound 18d.

Key words

acylsilane - dithiane - dethioketalization - organosilicon chemistry