An Air‐Stable Nickel(0) Phosphite Precatalyst for Primary Alkylamine C–N Cross‐Coupling Reactions. Issue 27 (September 2015)

• Record Type: Journal Article
• Authors: Kampmann, Sven S.; Skelton, Brian W.; Wild, Duncan A.; Koutsantonis, George A.; Stewart, Scott G.
• Is Part Of: European journal of organic chemistry. Issue 27(2015)
• Page Start: 5995
• Page End: 6004
• Publication Date: 2015-09
• Subjects: Homogeneous catalysis -- Nickel -- C–N bond formation -- Cross‐coupling -- Amines; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201500734
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: In this report we describe the design and preparation of a new air‐stable nickel phosphite based catalyst for unique C–N bond forming processes. Specifically, (BINAP)Ni[P(OPh)3 ]2, is presented as an effective catalyst for a range of amination reactions between aryl halides and primary alkylamines. The results are supported by relevant kinetic studies, DFT calculations and a catalytic cycle indicating possible reaction intermediates. Abstract : The amination reaction between a series of aryl halides and primary alkylamines is described using a new air‐stable nickel phosphite based catalyst (BINAP)Ni[P(OPh)3 ]2 .