Reactions of alkenes and alkynes with formaldehyde catalyzed by rhodium systems containing phosphine ligands

Authors

  • Merlín Rosales Universidad del Zulia (L.U.Z.)
  • Beatriz González Universidad del Zulia (L.U.Z.)
  • Jessely Molina Universidad del Zulia (L.U.Z.)
  • Homero Pérez Universidad del Zulia (L.U.Z.)
  • María Modroño-Alonso Universidad de Carabobo
  • Pablo J. Baricelli Universidad de Carabobo

DOI:

https://doi.org/10.29356/jmcs.v61i2.259

Keywords:

hydroformylation, formaldehyde, alkenes, alkynes, rhodium, phosphine.

Abstract

The reaction of alkenes (allyl alcohol, styrene and C6 alkenes) with formaldehyde was efficiently performed by using Rh precatalysts formed in situ by the addition of triphenylphosphine (PPh3), 1,2-bis(diphenylphosphino)ethane (dppe) or 1,1,1-tris(diphenylphosphinomethyl) ethane (triphos) to the complex Rh(acac)(CO)2 at 130ºC in 1,4-dioxane, yielding their corresponding aldehydes; the best catalytic system was Rh(acac)(CO)2/2dppe, which generates the cationic complex [Rh(k2-P,P-dppe)2]+. However, the reaction of phenylacetylene with formaldehyde under the same reaction conditions generated styrene, which was found to be the product of transfer hydrogenation from formaldehyde.

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Author Biographies

Merlín Rosales, Universidad del Zulia (L.U.Z.)

Facultad Experimental de Ciencias. Departamento de Química, Laboratorio de Química Inorgánica (LQI)

Beatriz González, Universidad del Zulia (L.U.Z.)

Facultad Experimental de Ciencias. Departamento de Química, Laboratorio de Química Inorgánica (LQI)

Jessely Molina, Universidad del Zulia (L.U.Z.)

Facultad Experimental de Ciencias. Departamento de Química, Laboratorio de Química Inorgánica (LQI)

Homero Pérez, Universidad del Zulia (L.U.Z.)

Facultad Experimental de Ciencias. Departamento de Química, Laboratorio de Química Inorgánica (LQI)

María Modroño-Alonso, Universidad de Carabobo

Facultad de Ingeniería, Centro de Investigaciones Químicas

Pablo J. Baricelli, Universidad de Carabobo

Facultad de Ingeniería, Centro de Investigaciones Químicas

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Published

2017-10-12

Issue

Vol. 61 No. 2 (2017): Special Issue dedicated to Prof. Roberto Sánchez-Delgado

Section

Regular Articles

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