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Cobalt-Catalyzed Green Cross-Dehydrogenative C(sp2)-H/P-H Coupling Reactions

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Abstract

Joined electrolysis of arenes (benzene or coumarin derivatives) and diethyl-H-phosphonate (EtO)2P(O)H in the presence of [CoCl2(bpy)] catalyst (5%) in an ethanol-aqueous solution in reductive conditions allows obtaining the desired products in a single step by aromatic C–H bonds phosphonation with yields up to 70%. The only by-product is hydrogen; the reaction proceeds at room temperature and does not require specially added reducing agents and oxidants or other initiators. Radical mechanism has been confirmed for the catalytic reaction proceeding via bicobalt phosphonates with Co–P bond, the structure of which also has been identified.

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Acknowledgements

This work was supported by the Russian Science Foundation No. 14-23-00016.

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  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of Russian Academy of Sciences, 8, Arbuzov str., Kazan, Russian Federation, 420088

    Mikhail Khrizanforov, Sofia Strekalova, Vera Khrizanforova, Alexey Dobrynin, Kirill Kholin, Tatyana Gryaznova, Valeriya Grinenko, Aidar Gubaidullin, M. K. Kadirov & Yulia Budnikova

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  1. Mikhail Khrizanforov
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Khrizanforov, M., Strekalova, S., Khrizanforova, V. et al. Cobalt-Catalyzed Green Cross-Dehydrogenative C(sp2)-H/P-H Coupling Reactions. Top Catal 61, 1949–1956 (2018). https://doi.org/10.1007/s11244-018-1014-2

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