Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 12, Pages 3957-3961Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814577
Keywords
carbenes; carbenoids; density-functional calculations; gold; structure elucidation
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Funding
- Agencia Estatal de Investigacion (AEI)/FEDER, UE [CTQ2016-75960-P]
- Agencia Estatal de Investigacion (AEI)/FEDER, UE (FPI predoctoral fellowship)
- H2020-Marie Sklodowska-Curie program
- Swiss National Science Foundation (Early Postdoc Mobility fellowship)
- AGAUR [2017 SGR 1257]
- CERCA Program/Generalitat de Catalunya
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Mesityl gold(I) carbenes lacking heteroatom stabilization or shielding ancillary ligands have been generated and spectroscopically characterized from chloro-(mesityl)methylgold(1) carbenoids bearing JohnPhos-type ligands by chloride abstraction with GaCl3. The aryl carbenes react with PPh3 and alkenes to give stable phosphonium ylides and cyclopropanes, respectively. Oxidation with pyridine N-oxide and intermolecular C-H insertion to cyclohexane have also been observed. In the absence of nucleophiles, a bimolecular reaction, similar to that observed for other metal carbenes, leads to a symmetrical alkene.
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