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Rhodacarboranes as catalysts for oxidative coupling of benzoic acid with diphenylacetylene

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Abstract

Rhodacarboranes [(9-SMe2-7,8-Me2-C2B9H8)RhCl2]2, [(1-ButNH-1,7,9-C3B8H10)-RhI2]2, [(9-SMe2-7,8-C2B9H10)Rh(C6H6)]2+, and [(7,8-R2-C2B9H9)Rh(C6H6)]+ (R = H, Me) catalyze, in the presence of Cu(OAc)2, the oxidative coupling of benzoic acid with diphenylacetylene giving 1,2,3,4-tetraphenylnaphthalene in 25–60% yields. The reactions catalyzed by RhCl3 and [CpRhI2]2 afford the product in 40 and 90% yields, respectively. The decarboxylation of benzoic acid was analyzed by DFT calculations.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    D. A. Loginov, A. O. Belova & A. R. Kudinov

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  1. D. A. Loginov
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  2. A. O. Belova
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  3. A. R. Kudinov
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Correspondence to A. R. Kudinov.

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According to the materials of the International Conference “Organometallic and Coordination Chemistry: Fundamental and Applied Aspects” (September 1–7, 2013, Nizhny Novgorod).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0983–0986, April, 2014.

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Loginov, D.A., Belova, A.O. & Kudinov, A.R. Rhodacarboranes as catalysts for oxidative coupling of benzoic acid with diphenylacetylene. Russ Chem Bull 63, 983–986 (2014). https://doi.org/10.1007/s11172-014-0537-3

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  • DOI: https://doi.org/10.1007/s11172-014-0537-3

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