A1 Refereed original research article in a scientific journal
Dioxomolybdenum(VI) and -Tungsten(VI) Amino Bisphenolates as Epoxidation Catalysts
Authors: Peuronen A, Lehtonen A
Publisher: SPRINGER/PLENUM PUBLISHERS
Publication year: 2016
Journal: Topics in Catalysis
Journal name in source: TOPICS IN CATALYSIS
Journal acronym: TOP CATAL
Volume: 59
Issue: 13-14
First page : 1132
Last page: 1137
Number of pages: 6
ISSN: 1022-5528
eISSN: 1572-9028
DOI: https://doi.org/10.1007/s11244-016-0632-9
Abstract
Low-cost metallate salts Na2MO4 center dot 2H(2)O (M = molybdenum, tungsten) react with a tridentate amine bisphenol bis(2-hydroxy-3-tert-butyl-5-methylbenzyl)methylamine (H2ONOtBu) under ambient conditions in acidic methanol solutions. The reactions lead to the formation of isostructural dioxo complexes [MO2(ONOtBu)(MeOH)]center dot MeOH in convenient yields. Spectral data as well as X-ray analyses reveal these complexes to be isostructural. Both compounds were tested as catalysts for epoxidation of olefins using cis-cyclooctene, cyclohexene, norbornene and styrene as substrates and tert-butyl hydroperoxide and hydrogen peroxide as oxidants. The molybdenum complex catalyses selectively the oxidation of cis-cyclooctene and norbornene to corresponding epoxides, whereas oxidation of cyclohexene and styrene lead low yields as the epoxidations were associated with the formation of other oxidation products. Corresponding tungsten complex shows lower activity for epoxidation of norbornene and practically no activity for other olefins. Both complexes can also catalyse the conversion of benzoin to benzil using dimethyl sulphoxide as an oxidant, while the molybdenum complex shows higher activity.
Low-cost metallate salts Na2MO4 center dot 2H(2)O (M = molybdenum, tungsten) react with a tridentate amine bisphenol bis(2-hydroxy-3-tert-butyl-5-methylbenzyl)methylamine (H2ONOtBu) under ambient conditions in acidic methanol solutions. The reactions lead to the formation of isostructural dioxo complexes [MO2(ONOtBu)(MeOH)]center dot MeOH in convenient yields. Spectral data as well as X-ray analyses reveal these complexes to be isostructural. Both compounds were tested as catalysts for epoxidation of olefins using cis-cyclooctene, cyclohexene, norbornene and styrene as substrates and tert-butyl hydroperoxide and hydrogen peroxide as oxidants. The molybdenum complex catalyses selectively the oxidation of cis-cyclooctene and norbornene to corresponding epoxides, whereas oxidation of cyclohexene and styrene lead low yields as the epoxidations were associated with the formation of other oxidation products. Corresponding tungsten complex shows lower activity for epoxidation of norbornene and practically no activity for other olefins. Both complexes can also catalyse the conversion of benzoin to benzil using dimethyl sulphoxide as an oxidant, while the molybdenum complex shows higher activity.
Downloadable publication This is an electronic reprint of the original article. |  |
UTU Research Portal