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Prospects of application of Mo–V-phosphoric heteropolyacid solutions as bifunctional catalysts for syntheses of anthraquinones and their substituted derivatives

Prospects of application of Mo–V-phosphoric heteropolyacid solutions as bifunctional catalysts for syntheses of anthraquinones and their substituted derivatives

Authors :
Elena Zhizhina
L. L. Gogin
Z. P. Pai
Valentin N. Parmon
Source :
Russian Chemical Bulletin. 64:2069-2075
Publication Year :
2015
Publisher :
Springer Science and Business Media LLC, 2015.

Abstract

The acid-catalyzed condensation of 1,3-butadienes with p-quinones and oxidation of the obtained adducts can be carried out as one-pot process in the presence of aqueous solutions of Mo–V–P-heteropolyacids (HPA) of the general composition HaPzMoyVxOb. These solutions act as bifunctional catalysts, since they simultaneously behave as strong Bronsted acids and fairly strong reversible oxidants. The condensation of 1,4-naphthoquinone (NQ) with 1,3-butadiene in solutions of high-vanadium HPA of the empirical compositions H15P4Mo18V7O89 and H17P3Mo16V10O89 in the presence of water-miscible organic solvents (acetone, 1,4-dioxane) affords 9,10-anthraquinone in a yield of ~70% and purity up to 97% at a complete conversion of NQ. Under similar conditions, the reactions of NQ and substituted 1,3-butadienes afford substituted anthraquinones in the yields up to 90% and purity up to 99%. The catalysts are regenerated with oxygen in an individual step and can be reused.

Details

ISSN :
15739171 and 10665285
Volume :
64
Database :
OpenAIRE
Journal :
Russian Chemical Bulletin
Accession number :
edsair.doi...........3e54b2b42735ed4e3a06251ad8feeb2b
Full Text :
https://doi.org/10.1007/s11172-015-1119-8