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Issue 24, 2019
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Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

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Abstract

The addition of HBpin to PhC(NtBu)2SiN(SiMe3)2 (1) results in the cleavage of the B–H bond in a cooperative fashion across the Si and amidinate-C sites. The reaction of 1 with benzaldehyde led to C–H bond activation with amidinate ring expansion leading to a five-membered heterocycle. In case of 4-fluorobenzaldehyde, a C–C bond coupling takes place leading to a dioxasilolane derivative as the major product.

Graphical abstract: Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

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Publication details

The article was received on 12 Jan 2019, accepted on 24 Feb 2019 and first published on 25 Feb 2019


Article type: Communication
DOI: 10.1039/C9CC00296K
Chem. Commun., 2019,55, 3536-3539
  • Open access: Creative Commons BY-NC license
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    Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion

    V. S. V. S. N. Swamy, K. V. Raj, K. Vanka, S. S. Sen and H. W. Roesky, Chem. Commun., 2019, 55, 3536
    DOI: 10.1039/C9CC00296K

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