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- Title
Thermal Rearrangement of Thiocarbonyl-Stabilised Triphenylphosphonium Ylides Leading to (Z)-1-Diphenylphosphino-2-(phenylsulfenyl)alkenes and Their Coordination Chemistry.
- Authors
Aitken, R. Alan; Dawson, Graham; Keddie, Neil S.; Kraus, Helmut; Milton, Heather L.; Slawin, Alexandra M. Z.; Wheatley, Joanne; Woollins, J. Derek
- Abstract
While thiocarbonyl-stabilised phosphonium ylides generally react upon flash vacuum pyrolysis by the extrusion of Ph3PS to give alkynes in an analogous way to their carbonyl-stabilised analogues, two examples with a hydrogen atom on the ylidic carbon are found to undergo a quite different process. The net transfer of a phenyl group from P to S gives (Z)-configured 1-diphenylphosphino-2-(phenylsulfenyl)alkenes in a novel isomerisation process via intermediate λ5-1,2-thiaphosphetes. These prove to be versatile hemilabile ligands with a total of seven complexes prepared involving five different transition metals. Four of these are characterised by X-ray diffraction with two involving the bidentate ligand forming a five-membered ring metallacycle and two with the ligand coordinating to the metal only through phosphorus.
- Subjects
YLIDES; COORDINATE covalent bond; ALKENES; PHENYL group; HYDROGEN atom; ISOMERIZATION
- Publication
Molecules, 2024, Vol 29, Issue 1, p221
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29010221