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Issue 8, 2018
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Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) cobalt hydride for Kumada coupling reactions

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Abstract

The electron-rich silylene Co(I) chloride 5 was obtained through the reaction of CoCl(PMe3)3 with chlorosilylene. Complex 5 reacted with 1,3-siladiazole HSiMe(NCH2PPh2)2C6H4 to give the silylene Co(III) hydride 6 through chelate-assisted Si–H activation. To the best of our knowledge, complex 6 is the first example of Co(III) hydride supported by N-heterocyclic silylene. Complexes 5 and 6 were fully characterized by spectroscopic methods and X-ray diffraction analysis. Complex 6 was used as an efficient precatalyst for Kumada cross-coupling reactions. Compared with the related complex 3 supported by only trimethylphosphine, complex 6 as a catalyst supported by both chlorosilylene and trimethylphosphine exhibits a more efficient performance for the Kumada cross-coupling reactions. A novel catalytic radical mechanism was suggested and experimentally verified. As an intermediate silylene cobalt(II) chloride 6d was isolated and structurally characterized.

Graphical abstract: Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) cobalt hydride for Kumada coupling reactions

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Publication details

The article was received on 04 Nov 2017, accepted on 17 Jan 2018 and first published on 17 Jan 2018


Article type: Paper
DOI: 10.1039/C7DT04155A
Citation: Dalton Trans., 2018,47, 2581-2588
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    Synthesis and catalytic activity of N-heterocyclic silylene (NHSi) cobalt hydride for Kumada coupling reactions

    X. Qi, H. Sun, X. Li, O. Fuhr and D. Fenske, Dalton Trans., 2018, 47, 2581
    DOI: 10.1039/C7DT04155A

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