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Catalytic C-phenylation of methyl acrylate with tetraphenylantimony(v) halides and carboxylates

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Abstract

Catalytic C-phenylation of methyl acrylate to methyl cinnamate with the Ph4SbX complexes (X = F, Cl, Br, OH, OAc, O2CEt) in the presence of the palladium compounds PdCl2, Pd(OAc)2, Pd2(dba)3, Pd(Ph3P)2Cl2, and Pd(dppf)Cl2 (dba is dibenzylideneacetone and dppf is bis(diphenylphosphinoferrocene)) was studied in organic solvents (MeCN, THF, DMF, MeOH, and AcOH). The highest yield of methyl cinnamate (73% based on the starting organometallic compound) was obtained for the Ph4SbCl—PdCl2 (1 : 0.04) system in acetonitrile.

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Gushchin, A.V., Grunova, E.V., Moiseev, D.V. et al. Catalytic C-phenylation of methyl acrylate with tetraphenylantimony(v) halides and carboxylates. Russian Chemical Bulletin 52, 1376–1379 (2003). https://doi.org/10.1023/A:1024883328867

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