Chemistry and Catalytic Performance of Pyridyl-Benzimidazole Oxidomolybdenum(VI) Compounds in (Bio)Olefin Epoxidation
authors Neves, P; Nogueira, LS; Gomes, AC; Oliveira, TSM; Lopes, AD; Valente, AA; Goncalves, IS; Pillinger, M
nationality International
journal EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
author keywords Homogeneous catalysis; Epoxidation; Bioolefins; Molybdenum; Nitrogen heterocycles
keywords OXO-MOLYBDENUM COMPLEXES; METAL-ORGANIC FRAMEWORK; OLEFIN EPOXIDATION; STRUCTURAL ELUCIDATION; EFFICIENT CATALYSTS; DIOXOMOLYBDENUM(VI)-BIPYRIDINE COMPLEXES; HYDROTHERMAL SYNTHESIS; RHENIUM COMPLEXES; PEROXO COMPLEXES; DIOXO COMPLEXES
abstract The chemistry and catalytic performance of the dichlorido complex [MoO2Cl2(pbim)] (1) [pbim = 2-(2-pyridyl)benzimidazole] in the epoxidation of olefins is reported. Complex 1 acts as a precatalyst and is more effective with tert-butyl-hydroperoxide (TBHP) as the oxidant than with aq. hydrogen peroxide: the cis-cyclooctene (Cy) reaction with TBHP gave 98 % epoxide yield at 70 degrees C/24 h. Catalyst characterization showed that 1 is transformed in situ to the oxidodiperoxido complex [MoO(O-2)(2)(pbim)] (2), with H2O2 and a hybrid molybdenum(VI) oxide solid formulated as [MoO3(pbim)] (3) with TBHP. The hybrid material 3 was prepared on a larger scale and explored for the epoxidation of the biorenewable olefins methyl oleate, methyl linoleate, and (R)-(+)-limonene. With TBHP as the oxidant, 3 acts as a source of soluble active species of the type 2. A practical method for recycling oxidodiperoxidomolybdenum(VI) catalysts for the Cy/TBHP reaction is demonstrated by using an ionic liquid as the solvent for the molecular catalyst 2.
publisher WILEY-V C H VERLAG GMBH
issn 1434-1948
isbn 1099-0682
year published 2017
issue 19
beginning page 2617
ending page 2627
digital object identifier (doi) 10.1002/ejic.201700286
web of science category Chemistry, Inorganic & Nuclear
subject category Chemistry
unique article identifier WOS:000403050300012
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  impact metrics
times cited (wos core): 0
journal impact factor (jcr 2016): 2.444
5 year journal impact factor (jcr 2016): 2.412
category normalized journal impact factor percentile (jcr 2016): 72.826
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