1486573-08-3Relevant academic research and scientific papers
Borenium-catalyzed hydroborations of silyl-substituted alkenes and alkynes with a readily available n-heterocyclic carbene-borane
Boussonniere, Anne,Pan, Xiangcheng,Geib, Steven J.,Curran, Dennis P.
, p. 7445 - 7450 (2013)
Borenium-catalyzed hydroboration reactions of a stable, readily available N-heterocyclic carbene-borane with allyl-, alkenyl-, and alkynylsilane substrates provides either standard 1,2-hydroboration products or rearranged 1,1-hydroboration products, depending on the structure of the substrate. A competent catalyst can be generated in situ by addition of bis(trifluoromethane) sulfonimide or diiodine. In a typical 1,2-hydroboration, reaction of 1,3-dimethylimidazol-2-ylidine-borane (diMe-Imd-BH3) with 1,2-bis(trimethylsilyl)ethene provides 1,3-dimethylimidazol-2-ylidine-(1,2- bis(trimethylsilyl)ethyl)borane (diMe-Imd-BH2CH(TMS)CH 2TMS)) as a stable product. In a typical 1,1-hydroboration, the reaction of diMe-Imd-BH3 with bis(trimethylsilyl)ethyne provides 1,3-dimethylimidazol-2-ylidine-bis(2,2-bis(trimethylsilyl)ethenyl)borane (diMe-Imd-BH(CH=C(TMS)2)2 again as a stable product.
