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Rhodium(III)-catalyzed dehydrogenative dialkenylation of the monocarba-closo-decaborate cluster by regioselective B–H activation

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Abstract

closo-Boranes and closo-carboranes, clusters with a closed-cage structure, exhibit remarkable inertness and are unique components of products with applications in areas such as medicinal chemistry, fluorescence and materials science. Herein, we report the first transition metal-catalyzed functionalization of the mono-closo-decaborate cluster [1-CB9H10] by regioselective B–H activation. Using terminal alkenes bearing a wide range of functional groups, dehydrogenative coupling under mild conditions leads to B2/3-dialkenylated products, as verified by X-ray crystallography and NMR studies. This substitution pattern has not been accessible by other methods and enables the straightforward synthesis of new derivatives of the {CB9} cluster.

Graphical abstract: Rhodium(iii)-catalyzed dehydrogenative dialkenylation of the monocarba-closo-decaborate cluster by regioselective B–H activation

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Publication details

The article was received on 24 Jul 2018, accepted on 14 Sep 2018 and first published on 14 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC05983G
Citation: Chem. Commun., 2018, Advance Article
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    Rhodium(III)-catalyzed dehydrogenative dialkenylation of the monocarba-closo-decaborate cluster by regioselective B–H activation

    X. Liang, Y. Shen, K. Zhang, J. Liu and S. Duttwyler, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC05983G

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