Issue 69, 2014

[Pd(CN)(X)(PPh3)] palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(CN)(2,4,6-F3C6H2)(PPh3)]

Abstract

Direct transmetallation between palladacyclic complexes and arylboronic acid occurs to give isolable transmetallation products. In THF, the reaction occurs <0.5 h. Prolonged reaction leads to the generation of a dinuclear Pd complex bearing bridging μ-hydroxo and μ-acetoxy ligands. Insight into precatalyst activation for Suzuki–Miyaura cross-couplings mediated by palladacycles has been gained, where acetate and N-imidate anions activate a neutral arylboronic acid.

Graphical abstract: [Pd(C∧N)(X)(PPh3)] palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(C∧N)(2,4,6-F3C6H2)(PPh3)]

Supplementary files

Article information

Article type
Communication
Submitted
02 jun 2014
Accepted
04 jul 2014
First published
15 jul 2014
This article is Open Access
Creative Commons BY license

Chem. Commun., 2014,50, 9859-9861

Author version available

[Pd(CN)(X)(PPh3)] palladacycles react with 2,4,6-trifluorophenyl boronic acid to give stable transmetallation products of the type [Pd(CN)(2,4,6-F3C6H2)(PPh3)]

A. R. Kapdi, G. Dhangar, J. L. Serrano, J. Pérez, L. García and I. J. S. Fairlamb, Chem. Commun., 2014, 50, 9859 DOI: 10.1039/C4CC04203D

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