Highly Efficient Pyridylpyrazole Ligands for the Heck Reaction. A Combined Experimental and Computational Study
Montoya García, Vanessa (Universitat Autònoma de Barcelona. Departament de Química)
Pons Picart, Josefina (Universitat Autònoma de Barcelona. Departament de Química)
Branchadell Gallo, Vicenç (Universitat Autònoma de Barcelona. Departament de Química)
García-Antón, Jordi (Universitat Autònoma de Barcelona. Departament de Química)
Solans Monfort, Xavier (Universitat Autònoma de Barcelona. Departament de Química)
Font-Bardia, Mercè (Universitat de Barcelona. Unitat de Difracció de Raig-X)
Ros i Badosa, Josep (Universitat Autònoma de Barcelona. Departament de Química)

Date:	2008
Abstract:	Several [PdCl2(L)] complexes, where L is a pyridylpyrazole ligand, have been used as precatalysts in the Heck reactions between phenyl halides and tert-butyl acrylate. The used ligands differ from each other in the substitution at N1. The best results are obtained when this substituent is a hydroxyethyl group, and the corresponding complexes yield good results even for the reaction of chlorobenzene. Theoretical studies have shown that the presence of an OH group in the N1 substituent favors Pd−X dissociation, since it stabilizes the resulting cationic complex and the dissociation becomes thermodynamically favorable even in the absence of a coordinating solvent molecule.
Grants:	Ministerio de Educación y Ciencia CTQ2007-63913 Ministerio de Educación y Ciencia CTQ2004-01067
Rights:	Tots els drets reservats.
Language:	Anglès
Document:	Article ; recerca ; Versió sotmesa a revisió
Subject:	Chemical reactions ; Dissociation ; Ligands ; Organic compounds ; Solvents
Published in:	Organometallics, Vol. 27, Issue 6 (March 2008) , p. 1084-1091, ISSN 1520-6041

DOI: 10.1021/om7009182

Preprint 38 p, 1.3 MB

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