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Isolation and characterization of hydrocarbon soluble NHC copper(I) phosphoranimide complex and catalytic application for alkyne hydroboration reaction

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Abstract Novel NHC copper(I) phosphoranimide complexes have been isolated and characterized by NMR and X-ray crystallography studies. The feature of this hydrocarbon soluble mononuclear copper complex as effective hydroboration catalyst… Click to show full abstract

Abstract Novel NHC copper(I) phosphoranimide complexes have been isolated and characterized by NMR and X-ray crystallography studies. The feature of this hydrocarbon soluble mononuclear copper complex as effective hydroboration catalyst could be attributed to the rapid forming of copper hydride intermediate with the generating of more stable bulky borate by-product tBuPNB(pin), which is unveiled by excellent catalytic performance of [NHC]CuNPtBu3 for the alkyne hydroboration reaction with exclusive β-regio- and trans-stereo-selectivity in mild reaction condition. The copper hydride intermediate could also be observed from stoichiometric reaction of [NHC]CuNPtBu3 with HB(pin) compound by NMR analysis.

Keywords: copper phosphoranimide; copper; hydrocarbon soluble; reaction; nhc copper; hydroboration

Journal Title: Tetrahedron Letters
Year Published: 2017

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