4.8 Article

Ni(II)/Zn-mediated chemoselective arylation of aromatic aldehydes: Facile synthesis of diaryl carbinols

Journal

ORGANIC LETTERS
Volume 2, Issue 15, Pages 2295-2298

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol006064w

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[GRAPHICS] Direct arylation of aromatic aldehydes with aryl bromides in the presence of Ni(II)/Zn was investigated. The choice of ligand in this nickel-catalyzed coupling was critical to the formation of the secondary alcohols. Monodentate phosphine ligands were ineffective, whereas NiBr2- (dppe)/Zn successfully catalyzed this reductive coupling reaction. The reaction conditions were mild and diarylcarbinols with a variety of functional groups such as ketone, ester, amide, and nitrile groups were readily prepared.

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