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

被引：23

作者：

Bai, Tao ^{[1
]}

Yang, Yanhui ^{[1
]}

Han, Chao ^{[2
]}

机构：

[1] Shanxi Univ, Coll Chem & Chem Engn, 92 Wucheng Rd, Taiyuan 030006, Shanxi, Peoples R China

[2] Univ Alberta, Dept Chem & Mat Engn, Edmonton, AB T6G 2C6, Canada

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 15期

关键词：

Copper; Carbene; Alkyne; Hydroboration; Stereoselectivity; N-HETEROCYCLIC CARBENES; TERMINAL ALKYNES; TRANSITION-METALS; ETHYLENE POLYMERIZATION; INTERNAL ALKYNES; CARBON-DIOXIDE; PINACOLBORANE; EFFICIENT; HYDRIDE; REDUCTION;

D O I：

10.1016/j.tetlet.2017.03.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 (BuPNB)-Bu-t(pin), which is unveiled by excellent catalytic performance of [NHC](CuNBu3)-Bu-t for the alkyne hydroboration reaction with exclusive 11-regioand trans-stereo-selectivity in mild reaction condition. The copper hydride intermediate could also be observed from stoichiometric reaction of [NHC](CuNPBu3)-Bu-t with HB(pin) compound by NMR analysis. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1523 / 1527

页数：5

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