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Topics in Catalysis
Published in: Topics in Catalysis 17-20/2014

01-11-2014 | Original Paper

An Unexpected Pressure Effect in the Catalytic Hydrogenolysis of a Complex Benzyl Amine

Authors: Setrak K. Tanielyan, Gabriela Alvez, Norman Marin, Robert L. Augustine

Published in: Topics in Catalysis | Issue 17-20/2014

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Abstract

The selective hydrogenolysis of a complex benzylamine containing a pyridone ring and aryl fluorides was investigated. The aim of the research was to find a catalyst and reaction conditions under which the complete hydrogenolysis of the benzylamine could be accomplished with no aryl fluoride cleavage nor pyridone hydrogenation observed. This objective was accomplished by use of a specific 10 % Pd/C catalyst in a THF/EtOH solvent at 40 °C. It was found that as the H2 pressure decreased the amount of debenzylated amine increased because of the decrease in pyridone hydrogenation. Unexpectedly, though, the rate of hydrogenolysis also increased with decreasing H2 pressure. A rationale for this observation is presented.
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Metadata
Title
An Unexpected Pressure Effect in the Catalytic Hydrogenolysis of a Complex Benzyl Amine
Authors
Setrak K. Tanielyan
Gabriela Alvez
Norman Marin
Robert L. Augustine
Publication date
01-11-2014
Publisher
Springer US
Published in
Topics in Catalysis / Issue 17-20/2014
Print ISSN: 1022-5528
Electronic ISSN: 1572-9028
DOI
https://doi.org/10.1007/s11244-014-0303-7

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