C(sp2)–C(sp2) cross coupling reaction catalyzed by a palladacycle phosphine complex: A simple and sustainable protocol in aqueous media

Abstract

The Heck reactions of various aryl halides with olefins using {[Ph 2 PCH 2 PPh 2 CH=C(O)(C 10 H 7)] PdCl 2 } as efficient catalyst has been investigated. The mononuclear palladacycle complex showed excellent activity in aqueous phase including the C(sp 2)-C(sp 2) cross coupling reactions. The advantages of the protocol are high yields, short reaction time, a cleaner reaction profile and notable simplicity.

Pallada‐ and platinacycle complexes of phosphorus ylides; synthesis, X‐ray characterization, theoretical and electrochemical studies and application of Pd(II) complexes as catalyst in Suzuki‐Miyaura coupling reaction

“…Pd(II) complexes bearing phosphine groups have been extensively applied as efficient catalysts in some cross‐coupling reactions . Specifically, the Suzuki‐Miyaura reaction which emerged as the most important and reliable method for construction of functionalized biaryl, have been catalysed with the P, C‐chelated Pd(II) complexes of such phosphorus ylides . Recently, it was reported a variety of catalytic systems for the Suzuki‐Miyaura coupling reaction using mixed aqueous media .…”

“…Specifically, the Suzuki‐Miyaura reaction which emerged as the most important and reliable method for construction of functionalized biaryl, have been catalysed with the P, C‐chelated Pd(II) complexes of such phosphorus ylides . Recently, it was reported a variety of catalytic systems for the Suzuki‐Miyaura coupling reaction using mixed aqueous media . Application of palladacycle complexes of phosphorus ylides as efficient catalyst in Suzuki‐Miyaura coupling reactions of aryl chlorides under relatively mild experimental conditions is one of the purposes of this work.…”