B(C₆F₅)₃/Amine-Catalyzed C(sp)-H Silylation of Terminal Alkynes with Hydrosilanes: Combined Experimental and Theoretical Studies.
Authors of this article are:
Hou Z Ma Y Lou SJ Luo G Zhan G Luo Y Nishiura M Luo Y.
A summary of the article is shown below:
Transition-metal-catalyzed C-H functionalization of organic compounds has proved to be a useful atom-efficient strategy in organic synthesis. In contrast, main-group-element-based catalytic processes for C-H functionalization have remained much underexplored to date. We herein report the catalytic C(sp)-H silylation of a wide range of terminal alkynes with hydrosilanes by a combination of B(C₆F₅)₃ and an organic base such as triethylenediamine (DABCO). This protocol constitutes the first example of boron-catalyzed C(sp)-H functionalization, offering a convenient route for the synthesis of a variety of alkynylsilanes. Experimental and computational studies have revealed that DABCO plays crucial dual roles (Lewis base and Brønsted base) in this catalytic transformation.
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