Merging Grubbs second-generation catalyst with photocatalysis enables Z-selective metathesis of olefins: scope, limitations, and mechanism
Saïf Eddine Chérif, Avisek Ghosh, Saloua Chelli, Isabelle M. Dixon*, Jamil Kraiem and Sami Lakhdar*
*CNRS, Université Paul Sabatier, 118 Route de Narbonne, 31062 Cedex 09 Toulouse, France,
Email: isabelle.dixon
irsamc.ups-tlse.fr, sami.lakhdaruniv-tlse3.fr
S. E. Chérif, A. Ghosh, S. Chelli, I. M. Dixon, J. Kraiemb, S. Lakhdar, J. Org. Chem., 2022, 87, 12065-12070.
DOI: 10.1039/d2sc03961c
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Abstract
The combination of E-selective olefine metathesis with an in situ photocatalyst-medidated E to Z isomerisation enables the exclusive formation of Z-isomers. While light is mostly absorbed by the photocatalyst, a diffusion-controlled back electron transfer restores the Grubbs catalyst following a possible oxidation by the photocatalyst.
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Key Words
cross metathesis, alkene isomerization, photochemistry
ID: JXX-Y2022
