Carbene adduct of cyclopalladated ferrocenylimine: Efficient catalyst for the Suzuki coupling of sterically hindered aryl chlorides with a weaker base and low catalyst loading

One-pot synthesis of the N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) adduct of cyclopalladated ferrocenylimine complex 1 has been described. This complex has been successfully applied to Suzuki coupling reaction. Various aryl chlorides and boronic acids can be coupled efficiently with a mild base K3PO4·7H2O and low catalyst loadings. This system has been proven to be compatible with the sterically hindered aryl chlorides and some boronic acids leading to form di- and tri-ortho-substituted biaryls in high yields.

Graphical abstractOne-pot synthesis of the carbene adduct of cyclopalladated ferrocenylimine complex has been described. This complex has been successfully applied to Suzuki coupling reaction. Various aryl chlorides and boronic acids can be coupled efficiently with a mild base K3PO4·7H2O and low catalyst loadings. This system has been proven to be compatible with the sterically hindered aryl chlorides and some boronic acids in high yields.Figure optionsDownload full-size imageDownload as PowerPoint slide