Insights into the Role of New Palladium Pincer Complexes as Robust and Recyclable Precatalysts for Suzuki–Miyaura Couplings in Neat Water

Suzuki–Miyaura biaryl and diarylmethane syntheses via the coupling of arylboronic acids with aryl and arylmethyl bromides are performed in water by means of two new CNC‐type palladium pincer complexes. Good to excellent results (including high TON values and extended recycling procedures) are obtain...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2009-09, Vol.351 (13), p.2124-2132
Main Authors: Inés, Blanca, SanMartin, Raul, Moure, María Jesús, Domínguez, Esther
Format: Article
Language:English
Subjects:
cross‐coupling
palladium nanoparticles
palladium pincer complexes
precatalysts
Suzuki–Miyaura coupling
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Summary:Suzuki–Miyaura biaryl and diarylmethane syntheses via the coupling of arylboronic acids with aryl and arylmethyl bromides are performed in water by means of two new CNC‐type palladium pincer complexes. Good to excellent results (including high TON values and extended recycling procedures) are obtained in most cases for a range of electronically dissimilar halides and boronic acids. On the basis of a series of kinetics studies, transmission electron microscopy (TEM), mercury drop tests, and quantitative poisoning experiments, the real role of the latter palladacycles, closely linked to the formation and active participation of palladium nanoparticles, is discussed.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.200900345