4.7 Article

Nanoscale graphene oxide sheets as highly efficient carbocatalysts in green oxidation of benzylic alcohols and aromatic aldehydes

Journal

CHINESE JOURNAL OF CATALYSIS
Volume 38, Issue 4, Pages 745-757

Publisher

SCIENCE PRESS
DOI: 10.1016/S1872-2067(17)62776-1

Keywords

Carbocatalyst; Nanoscale graphene oxide; Green chemistry; Oxidation; Metal-free catalyst; Colloidal dispersion

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Nanoscale graphene oxide (NGO) sheets were synthesized and used as carbocatalysts for effective oxidation of benzylic alcohols and aromatic aldehydes. For oxidation of alcohols in the presence of H2O2 at 80 degrees C, the NGOs (20% mass fraction) as carbocatalysts showed selectivity toward aldehyde. The rate and yield of this reaction strongly depended on the nature of substituents on the alcohol. For 4-nitrobenzyl alcohol, <10% of it was converted into the corresponding carboxylic acid after 24 h. By contrast, 4-methoxybenzyl alcohol and diphenylmethanol were completely converted into the corresponding carboxylic acid and ketone after only 9 and 3 h, respectively. The conversion rates for oxidation of aromatic aldehydes by NGO carbocatalysts were higher than those for alcohol oxidation. For all the aldehydes, complete conversion to the corresponding carboxylic acids was achieved using 7% (mass fraction) of NGO at 70 degrees C within 2-3 h. Possible mechanisms for NGO carbocatalyst structure-dependent oxidation of benzyl alcohols and structure-independent oxidation of aromatic aldehydes are discussed. (C) 2017, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.

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