Preliminary study on the 1-hexene hydromethoxycarbonylation with nickel catalytic systems containing mono- and diphosphines

  • Merlín Rosales Universidad del Zulia
  • Pablo Baricelli Universidad de Carabobo
  • Ángel González Universidad del Zulia
  • Wilmer Vielma Universidad del Zulia
Keywords: hydromethoxycarbonylation, 1-hexene, nickel, phosphine

Abstract

In this work, it was evaluated the catalytic activity of nickel systems formed in situ by addition of mono- (PPh3) and diphosphines (dppe, dppp and dppb) to NiCl2.6H2O for the homogeneous ydrometoxycarbonylation of 1-hexene in the presence of carbon monoxide and of an acid. The system Ni/4PPh3 in the presence of ten equivalents of p-toluensulphonic acid showed the highest activity, under mild reaction conditions (140 ºC, 50 atm de CO), obtaining the esters methyl heptanoate and methyl 2-methylhexanoate (n/i < 1). The systems Ni/diphosphine showed activities lower than Ni/4PPh3, where the tendency was dppe > dppp ~ dppb. The experimental results showed that the hydrometoxycarbonylation reaction proceeds through an intermediate containing one triphenylphosphine ligand, possibly [NiH(CO)2(PPh3)]+.

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Author Biographies

Merlín Rosales, Universidad del Zulia

Departamento de Química, Laboratorio de Química Inorgánica, Facultad Experimental de Ciencias, Universidad del Zulia, Maracaibo, Venezuela.

Pablo Baricelli, Universidad de Carabobo

Centro de Investigaciones Químicas, Universidad de Carabobo, Facultad de Ingeniería, Valencia, Carabobo. Venezuela.

Ángel González, Universidad del Zulia

Departamento de Química, Laboratorio de Química Inorgánica, Facultad Experimental de Ciencias, Universidad del Zulia, Maracaibo, Venezuela.

Wilmer Vielma, Universidad del Zulia

Departamento de Química, Laboratorio de Química Inorgánica, Facultad Experimental de Ciencias, Universidad del Zulia, Maracaibo, Venezuela.

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Published
2021-11-10
How to Cite
Rosales, M., Baricelli, P., González, Ángel, & Vielma, W. (2021). Preliminary study on the 1-hexene hydromethoxycarbonylation with nickel catalytic systems containing mono- and diphosphines. Ciencia, 27(1-2), 31-37. https://doi.org/10.5281/zenodo.5593089
Section
Química/Chemistry