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Issue 47, 2017
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Nickel catalyzed enantioselective hydroarsination of nitrostyrene

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Abstract

A catalytic asymmetric hydroarsination reaction of an activated alkene viz. (E)-nitrostyrene was developed using chiral PCP Pt-, Pd- and Ni-pincer complexes as catalysts. The corresponding chiral tertiary arsine adduct was obtained in ees of up to 80% under mild reaction conditions using the PCP Ni–Cl pincer catalyst. The arsine adduct was furnished with catalyst loadings of 1–5 mol% and the reaction duration ranging from <5 min to 180 min. The subsequent coordination of the hydroarsination product to gold(I) chloride allowed for the confirmation of the stereochemistry of the arsine adduct via crystallographic analysis.

Graphical abstract: Nickel catalyzed enantioselective hydroarsination of nitrostyrene

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Publication details

The article was received on 17 Mar 2017, accepted on 03 May 2017 and first published on 03 May 2017


Article type: Communication
DOI: 10.1039/C7CC02044A
Citation: Chem. Commun., 2017,53, 6307-6310
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    Nickel catalyzed enantioselective hydroarsination of nitrostyrene

    W. S. Tay, X. Yang, Y. Li, S. A. Pullarkat and P. Leung, Chem. Commun., 2017, 53, 6307
    DOI: 10.1039/C7CC02044A

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