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 6 2014
Accepted
04 7 2014
First published
15 7 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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