Projects per year
Abstract
Vinyl sulfoxides are an important functional group used in a wide range of organic transformations. Here, we use [IrCl(COD)(IMes)] where IMes = 1,3-bis(2,4,6-trimethyl-phenyl)imidazole-2-ylidene and COD = cis,cis-1,5-cyclooctadiene to rapidly hydrogenate phenylvinylsulfoxide. We use ParaHydrogen Induced Hyperpolarization (PHIP) to follow this reaction with [IrCl(H)2(IMes)(S(O)(Ph)(Et))2] dominating in the later stages. Decomposition to form the reduced C-S bond cleaved product [Ir2(H)3(κ2-H)(κ2-SPh)2(IMes)2(S(Et)(Ph)O)] limits turnover. The related product [Ir2(H)4(κ2-S)(IMes)2(S(O)(CH2Ph)2)2] is formed from dibenzylsulfoxide demonstrating the wider utility of this transformation.
Original language | English |
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Article number | 9b00610 |
Journal | Organometallics |
Volume | 38 |
Issue number | 22 |
Early online date | 14 Nov 2019 |
DOIs | |
Publication status | E-pub ahead of print - 14 Nov 2019 |
Bibliographical note
© 2019 American Chemical SocietyProjects
- 2 Finished
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National Centre for Translational Hyperpolarised Magnetic Resonance
Summerfield, Q. (Principal investigator), Duckett, S. B. (Co-investigator) & Green, G. G. R. (Co-investigator)
MEDICAL RESEARCH COUNCIL (MRC)
1/01/15 → 31/12/21
Project: Research project (funded) › Research
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Hyperpolarisation using SABRE as a new tool for imaging
Duckett, S. B. (Principal investigator) & Green, G. G. R. (Co-investigator)
1/10/12 → 31/03/19
Project: Research project (funded) › Research
Datasets
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Probing the hydrogenation of vinyl sulfoxides using para-hydrogen
Duckett, S. B. (Creator) & Tickner, B. J. (Creator), University of York, 8 Nov 2019
DOI: 10.15124/b11b7146-b95d-4aca-bf39-f6fcc9421035
Dataset