B(C_(6)F_(5))_(3)-Catalyzed Hydroboration of Alkenes with N-Heterocyclic Carbene Boranes via B-H Bond Activation  

作　　者：Qiaotian Wang Wei Meng Xiangqing Feng Haifeng Du 

机构地区：[1]Beijing National Laboratory for Molecular Sciences,CAS Key Laboratory of Molecular Recognition and Function,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190,China [2]University of Chinese Academy of Sciences,Beijing,100049 China

出　　处：《Chinese Journal of Chemistry》2021年第4期918-926,共9页中国化学（英文版）

基　　金：the financial support from the National Natural Science Foundation of China(Nos.21871269 and 21521002).

摘　　要：Main observation and conclusion In this work,a novel mode for the activation of N-heterocyclic carbene boranes(NHC-boranes)was developed by generating the highly reactive zwitterion species through hydride abstraction with Lewis acid B(C_(6)F_(5))_(3) in an frustrated Lewis pairs manner.A broad range of alkenes including stilbenes,β-methylstyrenes,styrenes,and alkyl-alkenes were suitable substrates for the B(C_(6)F_(5))_(3)-catalyzed hydroboration to furnish the desired products in good to high yields.Significantly,excellent regioselectivities were obtained in some cases.Mechanistic studies indicate that the B-H bond cleavage is likely involved in the rate-determining step.In addition,an electrophilic addition of NHC-borenium cation to alkenes and the subsequent formation of carbocation are also postulated.The current work provides a promising method for the activation of stable borane adducts,which might lead to some interesting transformations in the future.

关 键 词：Frustrated Lewis pairs HYDROBORATION B-H bond activation BORANES ALKENES 

分 类 号：O62[理学—有机化学]