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Topics in Catalysis

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01-12-2022 | Original Paper

Synthesis, Characterization and Biomimetic Activity of Heterogenized Dioxidomolybdenum(VI) Complex and Its Homogeneous Analogue

Authors: Mannar R. Maurya, Abhilasha Chauhan

Published in: Topics in Catalysis | Issue 5-8/2023

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Abstract

Cis-[Mo^VIO₂(CH₃-hptb)(MeOH)] (1) has been synthesized by the reaction of [Mo^VIO₂(acac)₂] and deferasirox [ICL670: 4-[3,5-bis(2-hydroxyphenyl)-1H-1,2,4-triazol-1-yl]benzoic acid, H₃hptb, I] in 1:1 molar ratio in MeOH. Complex 1 has been characterized successfully by several spectral techniques, viz. FT-IR, UV–Vis, ¹H and ¹³C NMR, elemental (CHN) and thermogravimetric analysis. The esterification of the carboxylic group of ligand was observed during the complexation process with molybdenum. The analogous heterogeneous complex [Mo^VIO₂(hptb)(MeOH)]@APTMS-TiO₂ (2) has been synthesized by immobilizing I on amine-functionalized TiO₂, {[H₂hptb]@APTMS-TiO₂ (II)} and then reacting it with [Mo^VIO₂(acac)₂] in MeOH. Characterization of the immobilized complex was achieved through FT-IR, DRS, P-XRD, TEM, thermogravimetric analysis and MP-AES. Both the complexes have been utilized in synthesizing organobromine compounds through oxidative bromination of styrene in the presence of KBr, oxidant (30% aq. H₂O₂) and 70% aq. HClO₄ at room temperature. With the formation of 2-bromo-1-phenylethane-1-ol and 1-phenylethane-1,2-diol under the optimized reaction conditions, 72 and 100% conversion of styrene was achieved in the presence of catalysts 1 and 2, respectively. The oxidative bromination of thymol with catalyst 2 provides 2-bromothymol (52%) and 2,4-dibromothymol (48%) with 100% conversion.

Graphical Abstract

Dioxidomolybdenum(VI) complex of ICL670 immobilized on amine-functionalized titania has been synthesized and used as a functional model of haloperoxidases for the oxidative bromination of thymol and styrene.

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Title: Synthesis, Characterization and Biomimetic Activity of Heterogenized Dioxidomolybdenum(VI) Complex and Its Homogeneous Analogue
Authors: Mannar R. Maurya
Abhilasha Chauhan
Publication date: 01-12-2022
Publisher: Springer US
Published in: Topics in Catalysis / Issue 5-8/2023
Print ISSN: 1022-5528
Electronic ISSN: 1572-9028
DOI: https://doi.org/10.1007/s11244-022-01747-7

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