Insight into the mechanism of gold-catalyzed reduction of nitroarenes based on the substituent effect and in situ IR

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Indexed by:期刊论文

Date of Publication:2017-05-21

Journal:NEW JOURNAL OF CHEMISTRY

Included Journals:SCIE

Volume:41

Issue:10

Page Number:3865-3871

ISSN No.:1144-0546

Abstract:A study is presented here on the mechanistic pathway of catalytic reduction of nitroarenes with diverse substituent groups in the presence of ultra-small gold nanoparticles and NaBH4. The kinetic data based on the substituent effect and the Hammett plot, together with analyses of intermediates, revealed that this reaction followed a direct route and that all of the reaction steps were rapid without accumulation of intermediates. In particular, in situ IR was found to be an effective method for the real-time monitoring of this model reduction in our catalytic system and confirmed the presence of a hydroxylamine intermediate. These results will provide a new insight into the mechanism of gold-catalyzed reduction of nitroarenes and offer a reference for future mechanism tests of heterogeneous nanocatalysis.

Date of Publication:2017-05-21