Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes.
While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph(3)PS to give alkynes, those with a P=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.
Aitken
R Alan
RA
EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife, UK KY16 9ST. raa@st-and.ac.uk
Dawson
Graham
G
Keddie
Neil S
NS
Kraus
Helmut
H
Slawin
Alexandra M Z
AM
Wheatley
Joanne
J
Woollins
J Derek
JD
D000480:Alkynes / Q000138:chemical synthesis*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013457:Sulfur Compounds / Q000138:chemical synthesis*; D013696:Temperature
D000480:Alkynes; D009943:Organophosphorus Compounds; D013438:Sulfhydryl Compounds; D013457:Sulfur Compounds