1456710-72-7Relevant academic research and scientific papers
B(C6F5)3-Catalyzed Hydroboration of Alkenes with N-Heterocyclic Carbene Boranes via B—H Bond Activation
Wang, Qiaotian,Meng, Wei,Feng, Xiangqing,Du, Haifeng
, p. 918 - 926 (2021)
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(C6F5)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(C6F5)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.
Molecular iodine initiates hydroborations of alkenes with N-heterocyclic carbene boranes
Pan, Xiangcheng,Boussonniere, Anne,Curran, Dennis P.
supporting information, p. 14433 - 14437 (2013/10/21)
The hydroboration of alkenes of diverse structural types by assorted N-heterocyclic carbene boranes can be accomplished by addition of 5-10% diiodine. For example, reaction of 1,3-dimethylimidazol-2-ylidene borane (diMe-Imd-BH3) with 10% I
