Coupling Reactions of Carbon Dioxide with Epoxides Catalyzed by Vanadium Aminophenolate Complexes

Kerton, Francesca M. and Elkurtehi, Ali I. (2017) Coupling Reactions of Carbon Dioxide with Epoxides Catalyzed by Vanadium Aminophenolate Complexes. ChemSusChem, 10 (6). pp. 1249-1254. ISSN 1864-564X

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Abstract

A series of vanadium compounds supported by tetradentate amino-bis(phenolate) ligands were screened for catalytic reactivity in the reaction of propylene oxide (PO) with carbon dioxide, [VO(OMe)(O2NOBuMeMeth)] (1), [VO(OMe)(ON2OBuMe)] (2), [VO(OMe)(O2NNBuBuPy)] (3), and [VO(OMe)(O2NOBuBuFurf)] (4) (where (O2NOBuMeMeth) = MeOCH2CH2N(CH2ArO-)2, Ar = 3,5-C6H2-Me, tBu]; (ON2OBuMe) = -OArCH2NMeCH2 CH2NMeCH2ArO-, Ar = 3,5-C6H2-Me, tBu; (O2NNBuBuPy) = C5H4NCH2N(CH2ArO-)2, Ar = 3,5-C6H2-tBu2; (O2NOBuBuFurf) = C4H3OCH2N(CH2ArO-)2, Ar = 3,5-C6H2-tBu2). They showed similar reactivities but reaction rates were greater for 2, which was studied in more detail. TOF for conversion of PO over 500 h-1 were observed. Activation energies were determined experimentally via in situ IR spectroscopy for propylene carbonate (48.2 kJ mol-1), styrene carbonate (45.6 kJ mol-1) and cyclohexene carbonate (54.7 kJ mol-1) formation.

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