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Journal of the Mexican Chemical Society

versión impresa ISSN 1870-249X


ROSALES,, Merlín et al. Reactions of alkenes and alkynes with formaldehyde catalyzed by rhodium systems containing phosphine ligands. J. Mex. Chem. Soc [online]. 2017, vol.61, n.2, pp.120-127. ISSN 1870-249X.

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(κ2-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.

Palabras clave : hydroformylation; formaldehyde; alkenes; alkynes; rhodium; phosphine.

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