Radical Reactions of a Stable N-Heterocyclic Silylene:  EPR Study and DFT Calculation

Boris Tumanskii,*† Pauline Pine,† Yitzhak Apeloig,† Nicholas J. Hill,‡ and Robert West*‡;
Department of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Haifa 32000, Israel, and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53706
J. Am. Chem. Soc., 2004, 126 (25), pp 7786–7787
DOI: 10.1021/ja049114r
Publication Date (Web): June 4, 2004
Copyright © 2004 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
†

 Technion-Israel Institute of Technology.

,
‡

 University of Wisconsin.

, tboris@tx.technion.ac.il, ; , west@chem.wisc.edu

Abstract

Abstract Image

Reaction of the stable silylene, 1,3-di-tert-butyl-1,3,2-diazasilol-2-ylidene, with the free radical sources TEMPO, Hg[P(O)(OPri)2]2, (CO)3CpM−MCp(CO)3 (M = W, Mo), (CO)5Re−Re(CO)5, and toluene leads to radical adducts. The EPR spectra of these radicals indicate that the unpaired electron is delocalized over the silicon-containing five-membered ring.

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History

  • Published In Issue June 30, 2004
  • Received February 17, 2004

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