Selective Liquid-Phase Hydrogenation of a Nitro Group in Substituted Nitrobenzenes over Au/Al2O3 Catalyst in a Packed-Bed Flow Reactor Full article
| Journal |
ChemPlusChem
ISSN: 2192-6506 |
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| Output data | Year: 2015, Volume: 80, Number: 12, Pages: 1741 - 1749 Pages count : 9 DOI: 10.1002/cplu.201500310 | ||||
| Tags | gold, hydrogenation, nitrobenzenes, supported catalysts, three-phase flow reactor | ||||
| Authors |
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| Affiliations |
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Funding (2)
| 1 | Council for Grants of the President of the Russian Federation | НШ-5340.2014.3 |
| 2 | Russian Foundation for Basic Research | 13-03-12178 |
Abstract:
A series of substituted nitrobenzenes with the general formula XC6H4NO2 (X=Cl, CH=CH2, or C(O)CH3) dissolved in toluenewere reduced with hydrogen over the 1.9% Au/Al2O3 catalyst at 60–1108C and 10–20 bar in a three-phase packed-bed reactor operating in up-flow mode. Under these conditions, hydrogenation of isomeric ClC6H4NO2 gives exclusively chloroanilines. Hydrogenation of 3-CH2CHC6H4NO2 and 4-CH3C(O)C6H4NO2 leads to the formation of
3-CH2CHC6H4NH2 and 4-CH3C(O)C6H4NH2 with selectivities of up to 93 and 97% at substrate conversions of 98 and 100%, respectively. Smooth catalyst deactivation was observed regardless of which substituted nitrobenzene was taken for hydrogenation. According to the results obtained by temperature-programmed oxidation of the spent catalyst, a carbonaceous deposit formed that might block the catalyst surface. Almost complete regeneration of
the supported gold catalyst with retention of its high selectivity to hydrogenation of a nitro group was achieved in a flow of air at temperatures up to 400 8C to eliminate carbonaceous deposits.
Cite:
Nuzhdin A.L.
, Moroz B.L.
, Bukhtiyarova G.A.
, Reshetnikov S.I.
, Pyrjaev P.A.
, Aleksandrov P.V.
, Bukhtiyarov V.I.
Selective Liquid-Phase Hydrogenation of a Nitro Group in Substituted Nitrobenzenes over Au/Al2O3 Catalyst in a Packed-Bed Flow Reactor
ChemPlusChem. 2015. V.80. N12. P.1741 - 1749. DOI: 10.1002/cplu.201500310 WOS Scopus РИНЦ AN PMID OpenAlex
Selective Liquid-Phase Hydrogenation of a Nitro Group in Substituted Nitrobenzenes over Au/Al2O3 Catalyst in a Packed-Bed Flow Reactor
ChemPlusChem. 2015. V.80. N12. P.1741 - 1749. DOI: 10.1002/cplu.201500310 WOS Scopus РИНЦ AN PMID OpenAlex
Dates:
| Submitted: | Jul 9, 2015 |
| Published online: | Aug 6, 2015 |
| Published print: | Dec 2, 2015 |
Identifiers:
| Web of science: | WOS:000368592800007 |
| Scopus: | 2-s2.0-84955188449 |
| Elibrary: | 26662804 |
| Chemical Abstracts: | 2015:1406784 |
| PMID: | 31973320 |
| OpenAlex: | W2159491858 |