Issue 44, 2020

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

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

Supplementary files

Article information

Article type
Communication
Submitted
27 Mar 2020
Accepted
20 Apr 2020
First published
20 Apr 2020

Chem. Commun., 2020,56, 5953-5956

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, 56, 5953 DOI: 10.1039/D0CC02262D

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