Effect of an Ionic Liquid on the Catalytic Performance of Thiocyanatodioxomolybdenum(VI) Complexes for the Oxidation of Cyclooctene and Benzyl Alcohol

resumo

The complexes (PPh(4))(2)[Mo(VI)O(2)(NCS)(4)] (1), Mo(VI)O(2)(NCS)(2)(di-tBu-bipy) (2) and Mo (2) (VI) O(5)(NCS)(2)(di-tBu-bipy)(2) (3) (di-tBu-bipy = 4,4'-di-tert-butyl-2,2'-bipyridine) were studied as catalyst precursors for the oxidation of cyclooctene (Cy8) and benzyl alcohol (BzOH), using either dimethyl sulfoxide (DMSO) or tert-butyl hydroperoxide (TBHP) as oxidant. By dissolving complex 2 in the room temperature ionic liquid 1-butyl-3-methylpyridinium tetrafluoroborate, the catalytic performance with TBHP was improved (higher selectivity to the aldehyde and higher Cy8 conversions). For Cy8 oxidation, the unreacted substrate and products were easily extracted with n-hexane, and the ionic phase containing the catalyst could be reused without loss of catalytic performance.

palavras-chave

OXYGEN-ATOM TRANSFER; OLEFIN EPOXIDATION; MOLYBDENUM COMPLEXES; DIOXOMOLYBDENUM(VI) COMPLEXES; CRYSTAL-STRUCTURES; HYDROGEN-PEROXIDE; ORGANIC-COMPOUNDS; OXO; DIOXO; REACTIVITY

categoria

Chemistry

autores

Monteiro, B; Gago, S; Neves, P; Valente, AA; Goncalves, IS; Pereira, CCL; Silva, CM; Pillinger, M

nossos autores

agradecimentos

We are grateful to the Fundacao para a Ciencia e a Tecnologia (FCT), POCI 2010, OE and FEDER for funding (Project POCI/CTM/58507/2004). The FCT is acknowledged for doctoral grants to BM and PN, and post-doctoral grants to SG and CCLP.

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