Partial Reduction and Selective Transfer of Hydrogen Chloride on Catalytic Gold Nanoparticles

HCl in solution accepts electron density from Au NPs and partially reduces at room temperature, as occurs with other simple diatomic molecules, such as O2 and H2. The activation can be run catalytically in the presence of alkynes to give exclusively E‐vinyl chlorides, after the regio‐ and stereosele...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2017-06, Vol.56 (23), p.6435-6439
Main Authors: Oliver‐Meseguer, Judit, Doménech‐Carbó, Antonio, Boronat, Mercedes, Leyva‐Pérez, Antonio, Corma, Avelino
Format: Article
Language:English
Subjects:
Alkynes
Chlorides
Diatomic molecules
Electron density
Gold
heterogeneous catalysis
hydrochlorination
Hydrogen chloride
Nanoparticles
Room temperature
Stereoselectivity
Temperature effects
Vinyl chloride
vinyl chlorides
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Summary:HCl in solution accepts electron density from Au NPs and partially reduces at room temperature, as occurs with other simple diatomic molecules, such as O2 and H2. The activation can be run catalytically in the presence of alkynes to give exclusively E‐vinyl chlorides, after the regio‐ and stereoselective transfer of HCl. Based also on this method, vinyl chloride monomer (VCM) can be produced in a milder and greener way than current industrial processes. A helping hand from gold: Hydrogen chloride is partially reduced by supported gold nanoparticles at room temperature. It is catalytically added to alkynes to give, regio‐ and stereoselectively, E‐α‐vinyl chlorides. This approach enabled the synthesis of vinyl chloride monomer from acetylene in continuous mode.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201700282