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Issue 12, 2013
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Catalytic cross-coupling of diazo compounds with coinage metal-based catalysts: an experimental and theoretical study

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Abstract

We examined the ability of TpxM (Tpx = hydrotris(pyrazolyl)borate ligand; M = Cu and Ag) and IPrMCl (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene; M = Cu, Ag, Au) complexes as catalyst precursors for the cross-coupling of diazo compounds. Experimental data showed that the metal centre can be tuned with the appropriate selection of the ligand to yield either the homo- or hetero-coupling (cross-coupling) products. A computational study of the reaction mechanism allowed the rationalization of the experimental reactivity patterns, and the identification of the key reaction step controlling the selectivity: the initial reaction between the metallocarbene intermediate and one of the diazo compounds.

Graphical abstract: Catalytic cross-coupling of diazo compounds with coinage metal-based catalysts: an experimental and theoretical study

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Publication details

The article was received on 12 Oct 2012, accepted on 21 Dec 2012 and first published on 03 Jan 2013


Article type: Paper
DOI: 10.1039/C2DT32439C
Citation: Dalton Trans., 2013,42, 4132-4138
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    Catalytic cross-coupling of diazo compounds with coinage metal-based catalysts: an experimental and theoretical study

    I. Rivilla, W. M. C. Sameera, E. Alvarez, M. M. Díaz-Requejo, F. Maseras and P. J. Pérez, Dalton Trans., 2013, 42, 4132
    DOI: 10.1039/C2DT32439C

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