Issue 20, 2013
From the journal:

Organic & Biomolecular Chemistry

“Dba-free” palladium intermediates of the Heck–Matsuda reaction†

Angelo H. L. Machado,a   Humberto M. S. Milagre,bc   Livia S. Eberlin,b   Adão A. Sabino,bd   Carlos Roque D. Correia*a  and  Marcos N. Eberlin*b  

* Corresponding authors

a Chemistry Institute, University of Campinas – UNICAMP, Campinas, Brazil
E-mail: roque@iqm.unicamp.br
Fax: +55 19 3521 3023
Tel: +55 19 3521 3086

b Thomson Laboratory, University of Campinas – UNICAMP, Campinas, Brazil
E-mail: eberlin@iqm.unicamp.br
Fax: +55 19 3521 3073
Tel: +55 19 3521 3073

c Institute of Biosciences, Universidade Estadual Paulista – UNESP, Rio Claro, Brazil

d Department of Chemistry, Federal University of Minas Gerais – UFMG, Belo Horizonte, Brazil

Abstract

The “dba-free” Heck–Matsuda reaction was investigated via direct ESI-MS(/MS) monitoring. Palladium species involved in the reduction of Pd(II) during a Wacker type reaction and several “dba-free” arylpalladium transient complexes were detected and characterized. Based on these findings, a more comprehensible catalytic cycle for this pivotal reaction is suggested.

Graphical abstract: “Dba-free” palladium intermediates of the Heck–Matsuda reaction

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Article information

DOI
https://doi.org/10.1039/C3OB40142A
Article type
Communication
Submitted
22 Jan 2013
Accepted
06 Mar 2013
First published
06 Mar 2013

Org. Biomol. Chem., 2013,11, 3277-3281

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“Dba-free” palladium intermediates of the Heck–Matsuda reaction

A. H. L. Machado, H. M. S. Milagre, L. S. Eberlin, A. A. Sabino, C. R. D. Correia and M. N. Eberlin, Org. Biomol. Chem., 2013, 11, 3277 DOI: 10.1039/C3OB40142A

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