Tris(2,4,6-trifluorophenyl)borane: An Efficient Hydroboration Catalyst

被引：105

作者：

Lawson, James R. ^{[1
]}

Wilkins, Lewis C. ^{[1
]}

Melen, Rebecca L. ^{[1
]}

机构：

[1] Cardiff Univ, Sch Chem, Main Bldg,Pk Pl, Cardiff CF10 3AT, S Glam, Wales

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2017年 / 23卷 / 46期

基金：

英国工程与自然科学研究理事会;

关键词：

boron; catalysis; hydroboration; Lewis acids; metal-free; LEWIS PAIR CHEMISTRY; TRANS-HYDROBORATION; MAGNESIUM CATALYSIS; TERMINAL ALKYNES; PINACOLBORANE; 9-BORABICYCLO<3.3.1>NONANE; ALKENES; BORANES; ROUTE;

D O I：

10.1002/chem.201703109

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The metal-free catalyst tris(2,4,6-trifluorophenyl)borane has demonstrated its extensive applications in the 1,2-hydroboration of numerous unsaturated reagents, namely alkynes, aldehydes and imines, consisting of a wide array of electron-withdrawing and donating functionalities. A range of over 50borylated products are reported, with many reactions proceeding with low catalyst loading under ambient conditions. These pinacol boronate esters, in the case of aldehydes and imines, can be readily hydrolyzed to leave the respective alcohol and amine, whereas alkynyl substrates result in vinyl boranes. This is of great synthetic use to the organic chemist.

引用

页码：10997 / 11000

页数：4

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