Title of article
Tris(trimethylsilyl)methane is not an effective mediator of radical reactions
Author/Authors
Longshaw، نويسنده , , Alistair I. and Carland، نويسنده , , Michael W. and Krenske، نويسنده , , Elizabeth H. and Coote، نويسنده , , Michelle L. and Sherburn، نويسنده , , Michael S.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
4
From page
5585
To page
5588
Abstract
The reductive dehalogenation of organohalides by tris(trimethylsilyl)methane has been re-investigated. Contrary to claims made in a recent publication (Tetrahedron Lett. 2006, 47, 5163–5165), (TMS)3CH does not reduce organohalides. In competition experiments between (TMS)3CH and the poor chain mediator Et3SiH, the latter performed the reduction. Computational investigations support these experimental findings and indicate that the C–H bond of (TMS)3CH is too strong for this compound to serve as an effective mediator of radical reactions.
Keywords
radicals , Synthetic methods , Ab initio calculations
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1855900
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