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Understanding existing and designing novel synthetic routes to Pd-PEPPSI-NHC and Pd-PEPPSI-PR3 pre-catalysts

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Abstract

The reaction mechanism leading to the formation of cross-coupling palladium pre-catalysts of the PEPPSI family was investigated. Two intermediates were isolated and proved to be both suitable synthons to the pre-catalysts, with one permitting the design of a novel and greener user-friendly synthetic route. In light of this mechanistic understanding, the traditional one-pot method was shown to be possible using stoichiometric amounts of throw-away ligand, which represents a considerable synthetic improvement over the wasteful “in pyridine” approach.

Graphical abstract: Understanding existing and designing novel synthetic routes to Pd-PEPPSI-NHC and Pd-PEPPSI-PR3 pre-catalysts

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Article information


Submitted
27 Mar 2020
Accepted
20 Apr 2020
First published
20 Apr 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Understanding existing and designing novel synthetic routes to Pd-PEPPSI-NHC and Pd-PEPPSI-PR3 pre-catalysts

S. G. Guillet, V. A. Voloshkin, M. Saab, M. Beliš, K. Van Hecke, F. Nahra and S. P. Nolan, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC02262D

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