Prospects of Application of Mo–V-Phosphoric Heteropolyacid Solutions as Bifunctional Catalysts for Syntheses of Anthraquinones and Their Substituted Derivatives
Full article
| Общее |
Language:
Английский,
Genre:
Full article,
Status:
Published,
Source type:
Translated
|
| Journal |
Russian Chemical Bulletin
ISSN: 1066-5285
, E-ISSN: 1573-9171
|
| Output data |
Year: 2015,
Volume: 64,
Number: 9,
Pages: 2069-2075
Pages count
: 7
DOI:
10.1007/s11172-015-1119-8
|
| Tags |
anthraquinones, diene synthesis, heteropolyacids |
| Authors |
Gogin L.
1
,
Zhizhina E.G.
1
,
Pai Z.P.
1
,
Parmon V.N.
1,2
|
| Affiliations |
| 1 |
G. K. Boreskov Institute of Catalysis, Russian Academy of Sciences, 5 prosp. Akad. Lavrent´eva, 630090 Novosibirsk, Russian Federation.
|
| 2 |
Novosibirsk State University, 2 ul. Pirogova, 630090 Novosibirsk, Russian Federation
|
|
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 Brönsted 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.