Selectivity in Hydrogenation Catalysis with Unsaturated Aldehydes: Parallel versus Sequential Steps

The Journal of Physical Chemistry Letters
Yujung Dong, Francisco Zaera

Abstract

A high-flux molecular beam setup has been used to characterize the kinetics of the steady-state catalytic hydrogenation of unsaturated aldehydes, specifically of crotonaldehyde, promoted by platinum surfaces under single-collision conditions. Surprisingly, in addition to the hydrogenation of the individual single bonds, to yield the saturated aldehyde and the unsaturated alcohol, the formation of the saturated alcohol, the product of the hydrogenation of both C═C and C═O bonds, was detected as well. This indicates that the dual hydrogenation reaction is a primary pathway and not the result of secondary hydrogenation of the other products as commonly assumed. Moreover, an increase in the partial pressure of the reactant was found to shift the reaction selectivity from the saturated alcohol to the saturated aldehyde without significantly affecting the selectivity toward the production of the unsaturated alcohol. We explain these observations by proposing a mechanism involving the parallel formation of several monohydrogenated intermediates on the surface.

References

Feb 13, 2002·Science Progress·C Mohr, P Claus
Sep 13, 2002·Journal of the American Chemical Society·Helmut Ofner, Francisco Zaera
May 20, 2005·Philosophical Transactions. Series A, Mathematical, Physical, and Engineering Sciences·G J Hutchings
Jul 21, 2006·The Journal of Physical Chemistry. B·Ilkeun Lee, Francisco Zaera
Jul 20, 2007·Physical Chemistry Chemical Physics : PCCP·Jarod WilsonFrancisco Zaera
Oct 22, 2008·Journal of the American Chemical Society·Françoise Delbecq, Francisco Zaera
Nov 14, 2008·Angewandte Chemie·Gabor A Somorjai, Jeong Y Park
Nov 1, 2011·Physical Chemistry Chemical Physics : PCCP·Bo YangP Hu
Mar 19, 2014·Accounts of Chemical Research·Carolyn A SchoenbaumJ Will Medlin
Jun 19, 2014·The Journal of Physical Chemistry Letters·Maryam EbrahimiFrancisco Zaera
Oct 21, 2015·Journal of the American Chemical Society·Karl-Heinz DostertHans-Joachim Freund
Jun 17, 2016·The Journal of Physical Chemistry Letters·Yujung DongFrancisco Zaera
Oct 21, 2016·Chemistry : a European Journal·Casey P O'BrienHans-Joachim Freund

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