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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.

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Title: 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.
Authors: Parmar, Digvijaysinh K.1 parmardk@outlook.com, Butani, Pinal M.2, Thumar, Niraj J.2, Jasani, Pinal M.2, Padaliya, Ravi V.2, Sandhiya, Paba R.2, Nakum, Haresh D.3, Khan, Md. Nasim4, Makwana, Dipak5
Source: Molecular Catalysis. Sep2019, Vol. 474, pN.PAG-N.PAG. 1p.
Subjects: Alkenes, Zeolite Y, Steric hindrance, X-ray diffraction, Hydrogen peroxide
Abstract: [Display omitted] • Binuclear complexes of V(IV)O and Fe(II) have been prepared and characterized by various Physico-chemical analysis. • Catalysts have efficiently catalyzed the oxidation of olefins. • Effect of steric hindrance on product selectivity has been studied. • Catalytic path for oxidation of cyclohexene has been proposed. • Recovered catalysts showed intact results up to two successive runs. Neat {[VO(sal 2 bz)] 2 ; [Fe(sal 2 bz)(H 2 O) 2 ] 2 ·2H 2 O} and zeolite-Y immobilized {[VO(sal 2 bz)] 2 -Y; [Fe(sal 2 bz)(H 2 O) 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(sal 2 bz)] 2 complex has provided 87% cyclohexane-1,2-diol and neat [Fe(sal 2 bz)(H 2 O) 2 ] 2 ·2H 2 O 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. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
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Abstract:[Display omitted] • Binuclear complexes of V(IV)O and Fe(II) have been prepared and characterized by various Physico-chemical analysis. • Catalysts have efficiently catalyzed the oxidation of olefins. • Effect of steric hindrance on product selectivity has been studied. • Catalytic path for oxidation of cyclohexene has been proposed. • Recovered catalysts showed intact results up to two successive runs. Neat {[VO(sal 2 bz)] 2 ; [Fe(sal 2 bz)(H 2 O) 2 ] 2 ·2H 2 O} and zeolite-Y immobilized {[VO(sal 2 bz)] 2 -Y; [Fe(sal 2 bz)(H 2 O) 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(sal 2 bz)] 2 complex has provided 87% cyclohexane-1,2-diol and neat [Fe(sal 2 bz)(H 2 O) 2 ] 2 ·2H 2 O 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. [ABSTRACT FROM AUTHOR]
ISSN:24688231
DOI:10.1016/j.mcat.2019.110424