Use of Arylantimony(III,V), Bismuth(III) Compounds and Peroxides in Cross-Coupling Reactions with Alkenes

Alexey Gushchin; Dmitry Moiseev; Vera Morugova; Julia Malysheva; Victor Dodonov

doi:10.3390/ecsoc-8-01964

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Use of Arylantimony(III,V), Bismuth(III) Compounds and Peroxides in Cross-Coupling Reactions with Alkenes

Alexey V. Gushchin

^*,

Dmitry V. Moiseev

Vera A. Morugova

Julia B. Malysheva

Victor A. Dodonov

¹ Organic Chemistry Department, Nizhny Novgorod State University, 23 Gagarin Avenue, Nizhny Novgorod 603950, Russian Federation

Published: 01 November 2004 by MDPI in The 8th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-8-01964

Abstract: Tetraphenylantimony(V) carboxylates, triphenylantimony, triphenylbismuth have been used in the Pd-catalyzed C-phenylation reaction of methyl acrylate in the presence of peroxides such as (PhCO2)2, t-BuOOH, H2O2 under mild conditions (20-50 °?). The peroxides promote a cascade participation of organoantimony compound to provide transfer of two or three phenyl groups with the formation of methylcinnamate as a sole product. Organobismuth compound gives methylcinnamate, biphenyl and benzene simultaneously.

Keywords: tetraphenylantimony(V) carboxylates; triphenylantimony; triphenylbismuth; peroxides; arylation; palladium; homo-coupling; cross-coupling

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Alexey Gushchin

Dmitry Moiseev

Vera Morugova

Julia Malysheva

Victor Dodonov