Oxy-functionalization of olefins with neat and heterogenized binuclear V(IV)O and Fe(II) complexes: effect of steric hindrance on product selectivity and output in homogeneous and heterogeneous phase

Parmar, Digvijaysinh K., Butani, Pinal M., Thumar, Niraj J., Jasani, Pinal M., Padaliya, Ravi V., Sandhiya, Paba R., Nakum, Haresh D., Khan, Md. Nasim and Makwana, Dipak 2019. Oxy-functionalization of olefins with neat and heterogenized binuclear V(IV)O and Fe(II) complexes: effect of steric hindrance on product selectivity and output in homogeneous and heterogeneous phase. Molecular Catalysis 474 , 110424. 10.1016/j.mcat.2019.110424

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Abstract

Neat {[VO(sal2bz)]2; [Fe(sal2bz)(H2O)2]2·2H2O} and zeolite-Y immobilized {[VO(sal2bz)]2-Y; [Fe(sal2bz)(H2O)2]2-Y} binuclear complexes have been prepared and characterized by spectroscopic techniques (IR, UV–vis), elemental analyses (CHN, ICP-OES), thermal study (TGA), scanning electron micrograph (SEM), adsorption study (BET) and X-ray diffraction (XRD) patterns. Neat (homogeneous) and immobilized (heterogeneous) complexes were employed as catalysts in the oxidation of olefins, namely, cyclohexene, limonene and α-pinene in the presence of 30% hydrogen peroxide. 100% conversion of cyclohexene and α-pinene was obtained while limonene was oxidized up to 90%. Homogeneous catalysts showed highly selective result as neat [VO(sal2bz)]2 complex has provided 87% cyclohexane-1,2-diol and neat [Fe(sal2bz)(H2O)2]2·2H2O complex has provided 79% verbenone in oxidation of cyclohexene and α-pinene, respectively. We have observed that due to steric hindrance, formation of olefinic oxidation products increases on moving from α-pinene to limonene and limonene to cyclohexene. Additionally. recovered heterogeneous catalysts showed intact results up to two consecutive runs. Probable catalytic mechanism has been proposed for oxidation of cyclohexene.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
ISSN:	2468-8231
Date of First Compliant Deposit:	10 July 2019
Date of Acceptance:	23 May 2019
Last Modified:	17 Nov 2024 05:45
URI:	https://orca.cardiff.ac.uk/id/eprint/124111

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