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Reductive Deamination with Hydrosilanes Catalyzed by B(C6 F5 )3.


ABSTRACT: The strong boron Lewis acid tris(pentafluorophenyl)borane B(C6 F5 )3 is known to catalyze the dehydrogenative coupling of certain amines and hydrosilanes at elevated temperatures. At higher temperature, the dehydrogenation pathway competes with cleavage of the C-N bond and defunctionalization is obtained. This can be turned into a useful methodology for the transition-metal-free reductive deamination of a broad range of amines as well as heterocumulenes such as an isocyanate and an isothiocyanate.

SUBMITTER: Fang H 

PROVIDER: S-EPMC7384015 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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Reductive Deamination with Hydrosilanes Catalyzed by B(C<sub>6</sub> F<sub>5</sub> )<sub>3</sub>.

Fang Huaquan H   Oestreich Martin M  

Angewandte Chemie (International ed. in English) 20200508 28


The strong boron Lewis acid tris(pentafluorophenyl)borane B(C<sub>6</sub> F<sub>5</sub> )<sub>3</sub> is known to catalyze the dehydrogenative coupling of certain amines and hydrosilanes at elevated temperatures. At higher temperature, the dehydrogenation pathway competes with cleavage of the C-N bond and defunctionalization is obtained. This can be turned into a useful methodology for the transition-metal-free reductive deamination of a broad range of amines as well as heterocumulenes such as a  ...[more]

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