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B(C₆F₅)₃/Amine-Catalyzed C(sp)-H Silylation of Terminal Alkynes with Hydrosilanes: Combined Experimental and Theoretical Studies.

A new interesting article has been published in Angew Chem Int Ed Engl. 2018 Sep 25. doi: 10.1002/anie.201809533. and titled:

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.

Check out the article’s website on Pubmed for more information:



This article is a good source of information and a good way to become familiar with topics such as: Boron catalysis;Cross-dehydrogenative coupling;DFT study;silylation;synthetic method.

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