A reusable Cu-II based metal-organic framework as a catalyst for the oxidation of olefins

Cancino, P.; Paredes-Garcia, V; Aguirre P.; Spodine, E.

Abstract

The metal-organic framework [Cu-2(bipy)(2)(btec)](infinity) was used as a heterogeneous catalyst in the liquid phase oxidation of styrene and cyclohexene with tert-butylhydroperoxide (TBHP) as the oxidant either in water-dichloroethane or n-decane medium. Four catalytic systems were tested and compared after 6 hours of reaction. The oxidation of styrene using [Cu-2(bipy)(2)(btec)](infinity) showed a competitive conversion, as compared with some Cu-II heterogeneous catalysts and MOF catalysts. Conversion between 61-45% in dichloroethane : TBHP: water at 75 degrees C was obtained, using molar ratios of substrate : catalyst from 200 to 2400. When the solvent was replaced by n-decane, the conversion remained similar, that is, between 57-46%, at the same mole ratio range of substrate : catalyst. Styrene oxidation in dichloroethane : TBHP: water [Cu-2(bipy)(2)(btec)](infinity) is not selective; the products are benzaldehyde, styrene epoxide and 1-phenylacetaldehyde in 37%, 35% and 29% yields, respectively. The oxidation of cyclohexene showed a conversion of 34-16% under the same experimental conditions in dichloroethane : TBHP: water at 75 degrees C, with the catalytic reaction presenting a higher selectivity for the formation of 2-cyclohexen-1-one as the product. When n-decane was used, the total conversion in cyclohexene oxidation decreased approximately by 10%, as compared to the dichloroethane : TBHP: water system. The activities reported for the Cu-MOF showed a very high selectivity for the allylic oxidation product. Leaching during the catalytic reaction was found to be negligible, and the structure was maintained during the four catalytic runs, as confirmed by powder X-ray diffraction analysis of the reused catalyst.

Más información

Título según WOS: A reusable Cu-II based metal-organic framework as a catalyst for the oxidation of olefins
Título según SCOPUS: A reusable CuII based metal-organic framework as a catalyst for the oxidation of olefins
Título de la Revista: CATALYSIS SCIENCE & TECHNOLOGY
Volumen: 4
Número: 8
Editorial: ROYAL SOC CHEMISTRY
Fecha de publicación: 2014
Página de inicio: 2599
Página final: 2607
Idioma: English
URL: http://xlink.rsc.org/?DOI=c4cy00152d
DOI:

10.1039/c4cy00152d

Notas: ISI, SCOPUS - ISI