Halophilic Reactions of a Stable Silylene with Chloro and Bromocarbons

Daniel F. Moser, Todd Bosse, Jordan Olson, Jessica L. Moser, Ilia A. Guzei, and Robert West*
Organosilicon Research Center, University of Wisconsin, Madison, Wisconsin 53706
J. Am. Chem. Soc., 2002, 124 (16), pp 4186–4187
DOI: 10.1021/ja012389b
Publication Date (Web): March 27, 2002
Copyright © 2002 American Chemical Society
*

 To whom correspondence should be addressed. E-mail:  west@chem.wisc.edu

Abstract

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A number of disilanes have been synthesized from a stable silylene, 1 (N,N‘-di-tert-butyl-1,3-diaza-2-silacyclopent-4-en-2-ylidene), and a variety of halocarbons. It is proposed that disilane formation is a result of an initial halophilic interaction between the silylene and halocarbon. Formation of disilanes from 1 and CCl4, 2a, CHCl3, 2b, CH2Cl2, 2c, benzyl chloride, 2d, and bromobenzene, 5, are described here. An X-ray crystal structure of 2b was determined.

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History

  • Published In Issue April 24, 2002
  • Received October 19, 2001

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