Catalytic Oxidation of Olefins and Alcohols with Hydrogen Peroxide in a Two-Phase System Giving Mono- and Dicarboxylic Acids
Science 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: 2005,
Volume: 54,
Number: 8,
Pages: 1847-1854
Pages count
: 8
DOI:
10.1007/s11172-006-0047-z
|
| Tags |
Alcohols, Carboxylic acids, Cycloalkenes, Oxidation, Peroxopolyoxotungstates, Phase-transfer catalysis, Unsaturated fatty acids |
| Authors |
Pai Z.P.
1
,
Tolstikov A.G.
1
,
Berdnikova P.V.
1
,
Kustova G.N.
1
,
Khlebnikova T.B.
1
,
Selivanova N.V.
1
,
Shangina A.B.
1
,
Kostrovskii V.G.
1
|
| Affiliations |
| 1 |
Boreskov Institute of Catalysis SB RAS
|
|
Funding (2)
|
1
|
Russian Foundation for Basic Research
|
04-03-32425
|
|
2
|
The Ministry of Education and Science of the Russian Federation
|
41.015.1.1.2455
|
The present study considered the influence of various factors on the catalytic activity of systems based on a combination of tetrakis(oxodiperoxotungsto)phosphate(3−) with quaternary ammonium cations, for example, with methyltri-n-octylammonium [Me(n-C8H17)3N]+. The catalysts were tested in oxidation of cycloolefins (cyclohexene and cyclooctene), alcohols (octan-1-ol and phenylmethanol), and unsaturated fatty acids (cis-9-octadecenoic and 12-hydroxy-9Z-octadecenoic acids) with a 30% hydrogen peroxide solution. These reactions proceed under mild conditions (atmospheric pressure, 80–90 °C) to give carboxylic acids. The catalytic systems were characterized by vibrational (IR and Raman) spectroscopy. The state of the systems formed from various precursors, viz., polyoxometallates and phase-transfer catalysts, was studied. It was demonstrated for the first time that the structure formation of peroxo complexes depends on the nature of the halide anion of the quaternary ammonium salt used. The melting points of individual catalytic complexes were determined. The optimal conditions for oxidation were found.