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

R. Alan Aitken; Graham Dawson; Neil S. Keddie; Helmut Kraus; Alexandra M. Z. Slawin; Joanne Wheatley; J. Derek Woollins

doi:10.1039/B913107H

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Chemical Communications

Issue 47, 2009

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

R. Alan Aitken , Graham Dawson , Neil S. Keddie , Helmut Kraus , Alexandra M. Z. Slawin , Joanne Wheatley and J. Derek Woollins

Chem. Commun., 2009, 7381-7383

DOI: 10.1039/B913107H
Received 01 Jul 2009, Accepted 20 Oct 2009
First published on the web 05 Nov 2009

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Abstract
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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.

Articles By

R. Alan Aitken
Graham Dawson
Neil S. Keddie
Helmut Kraus
Alexandra M. Z. Slawin
Joanne Wheatley
J. Derek Woollins

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Chemical Communications

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

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