Issue 47, 2009

Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes

Abstract

While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph3PS to give alkynes, those with a P[double bond, length as m-dash]CH function instead undergo a novel P to S transfer of a phenyl group to give (Z)-configured 1-phosphino-2-sulfenylalkenes of interest as bidentate ligands.

Graphical abstract: Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes

Article information

Article type
Communication
Submitted
01 Jul 2009
Accepted
20 Oct 2009
First published
05 Nov 2009

Chem. Commun., 2009, 7381-7383

Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes

R. Alan Aitken, G. Dawson, N. S. Keddie, H. Kraus, A. M. Z. Slawin, J. Wheatley and J. D. Woollins, Chem. Commun., 2009, 7381 DOI: 10.1039/B913107H

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