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Issue 15, 2013
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Catalytic dehydrogenative Si–N coupling of pyrroles, indoles, carbazoles as well as anilines with hydrosilanes without added base

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Abstract

A base-free, catalytic protocol for the dehydrogenative Si–N coupling of weakly nucleophilic N–H groups of heteroarenes or aryl-substituted amines with equimolar amounts of hydrosilanes is reported. Cooperative Si–H bond activation at a Ru–S bond generates a silicon electrophile that forms a Si–N bond prior to the N–H deprotonation by an intermediate Ru–H complex, only releasing H2.

Graphical abstract: Catalytic dehydrogenative Si–N coupling of pyrroles, indoles, carbazoles as well as anilines with hydrosilanes without added base

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Article information


Submitted
12 Dec 2012
Accepted
08 Jan 2013
First published
17 Jan 2013

Chem. Commun., 2013,49, 1506-1508
Article type
Communication

Catalytic dehydrogenative Si–N coupling of pyrroles, indoles, carbazoles as well as anilines with hydrosilanes without added base

C. D. F. Königs, M. F. Müller, N. Aiguabella, H. F. T. Klare and M. Oestreich, Chem. Commun., 2013, 49, 1506
DOI: 10.1039/C3CC38900F

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