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Triphenylphosphine as a Ligand for Room-Temperature Ni(0)-Catalyzed Cross-Coupling Reactions of Aryl Chlorides with Arylboronic Acids

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Zhen-Yu Tang and Qiao-Sheng Hu*

Department of Chemistry, College of Staten Island and the Graduate Center of the City University of New York, Staten Island, New York 10314 qiaohu@mail.csi.cuny.edu

J. Org. Chem., 2006, 71 (5), pp 2167–2169

DOI: 10.1021/jo052369i

Publication Date (Web): February 2, 2006

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

Room-temperature Ni(0)-catalyzed cross-coupling reactions of deactivated aryl chlorides with arylboronic acids with inexpensive triphenylphosphine (PPh₃) as a supporting ligand have been accomplished in good to excellent yields. Air-stable Ni(PPh₃)₂Cl₂ has also been established as catalyst precursor, and highly active nickel catalysts were obtained when the reduction of Ni(PPh₃)₂Cl₂ with n-BuLi was carried out in the presence of an aryl chloride.

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Published In Issue March 03, 2006
Received November 16, 2005

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Triphenylphosphine as a Ligand for Room-Temperature Ni(0)-Catalyzed Cross-Coupling Reactions of Aryl Chlorides with Arylboronic Acids

Abstract

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Related Content

Nickel-Catalyzed Cross-Coupling Reaction of Grignard Reagents with Alkyl Halides and Tosylates: Remarkable Effect of 1,3-Butadienes

Nickel-Catalyzed Cross-Coupling Reaction of Aryl Fluorides and Chlorides with Grignard Reagents under Nickel/Magnesium Bimetallic Cooperation

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