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Title: Acid-catalyzed hydrogenation of olefins. A theoretical study of the HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene

Abstract

The HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene and the direct addition of molecular hydrogen to ethylene have been studied theoretically by means of ab initio MO calculations using different levels of theory. The main results are that catalysis by HF lowers the potential energy barrier to a large extent, while catalysis by H/sub 3/O/sup +/ diminishes dramatically the barrier for the reaction. Entropic contributions leave these results unchanged. The mechanisms of the two acid-catalyzed hydrogenations are somewhat different. While catalysis by HF exhibits bifunctional characteristics, catalysis by H/sub 3/O/sup +/ proceeds via an initial formation of a carbocation. It is shown that catalysis by strong acids may be an alternate way for olefin hydrogenation.

Authors:
; ; ;
Publication Date:
Research Org.:
Universitat Autonoma de Barcelona, Catalonia (Spain)
OSTI Identifier:
7160113
Resource Type:
Journal Article
Journal Name:
J. Am. Chem. Soc.; (United States)
Additional Journal Information:
Journal Volume: 109:25
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 01 COAL, LIGNITE, AND PEAT; ETHYLENE; HYDROGENATION; INORGANIC ACIDS; CATALYTIC EFFECTS; ACTIVATION ENERGY; CATALYSIS; CATALYSTS; HYDROGEN; MOLECULAR ORBITAL METHOD; PH VALUE; THEORETICAL DATA; THERMODYNAMICS; ALKENES; CHEMICAL REACTIONS; DATA; ELEMENTS; ENERGY; HYDROCARBONS; HYDROGEN COMPOUNDS; INFORMATION; NONMETALS; NUMERICAL DATA; ORGANIC COMPOUNDS; 400201* - Chemical & Physicochemical Properties; 010405 - Coal, Lignite, & Peat- Hydrogenation & Liquefaction

Citation Formats

Siria, J.C., Duran, M., Lledos, A., and Bertran, J. Acid-catalyzed hydrogenation of olefins. A theoretical study of the HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene. United States: N. p., 1987. Web. doi:10.1021/ja00259a007.
Siria, J.C., Duran, M., Lledos, A., & Bertran, J. Acid-catalyzed hydrogenation of olefins. A theoretical study of the HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene. United States. doi:10.1021/ja00259a007.
Siria, J.C., Duran, M., Lledos, A., and Bertran, J. Wed . "Acid-catalyzed hydrogenation of olefins. A theoretical study of the HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene". United States. doi:10.1021/ja00259a007.
@article{osti_7160113,
title = {Acid-catalyzed hydrogenation of olefins. A theoretical study of the HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene},
author = {Siria, J.C. and Duran, M. and Lledos, A. and Bertran, J.},
abstractNote = {The HF- and H/sub 3/O/sup +/-catalyzed hydrogenation of ethylene and the direct addition of molecular hydrogen to ethylene have been studied theoretically by means of ab initio MO calculations using different levels of theory. The main results are that catalysis by HF lowers the potential energy barrier to a large extent, while catalysis by H/sub 3/O/sup +/ diminishes dramatically the barrier for the reaction. Entropic contributions leave these results unchanged. The mechanisms of the two acid-catalyzed hydrogenations are somewhat different. While catalysis by HF exhibits bifunctional characteristics, catalysis by H/sub 3/O/sup +/ proceeds via an initial formation of a carbocation. It is shown that catalysis by strong acids may be an alternate way for olefin hydrogenation.},
doi = {10.1021/ja00259a007},
journal = {J. Am. Chem. Soc.; (United States)},
number = ,
volume = 109:25,
place = {United States},
year = {1987},
month = {12}
}