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

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

^*Corresponding author for this work

University of St Andrews

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph₃PS to give alkynes, those with a PCH 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.

Original language	English
Pages (from-to)	7381-7383
Number of pages	3
Journal	Chemical Communications
Issue number	47
DOIs	https://doi.org/10.1039/b913107h
Publication status	Published - 2009
Externally published	Yes

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10.1039/b913107h

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title = "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 PCH 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.",

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

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journal = "Chemical Communications",

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T1 - Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes

AU - Alan Aitken, R.

AU - Dawson, Graham

AU - Keddie, Neil S.

AU - Kraus, Helmut

AU - Slawin, Alexandra M.Z.

AU - Wheatley, Joanne

AU - Woollins, J. Derek

PY - 2009

Y1 - 2009

N2 - While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph3PS to give alkynes, those with a PCH 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.

AB - While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph3PS to give alkynes, those with a PCH 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.

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U2 - 10.1039/b913107h

DO - 10.1039/b913107h

M3 - Article

C2 - 20024235

AN - SCOPUS:72649088122

SN - 1359-7345

SP - 7381

EP - 7383

JO - Chemical Communications

JF - Chemical Communications

IS - 47

ER -

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

Abstract

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