Chemoselective Oxidation of Alkenes by Metal-Organic Framework-Supported Copper Catalyst |
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Authors: | Rahul Kalita Wahida Begum Poorvi Gupta Manav Chauhan Naved Akhtar Rajashree Newar Prof Dr Kuntal Manna |
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Institution: | Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016 India |
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Abstract: | Oxidation of alkenes to carbonyls or diols compounds is important in synthesizing fine chemicals and pharmaceutical intermediates. We report the synthesis and characterization of an aluminum metal-organic framework node-supported copper(II) chloride (DUT-5-CuCl), which is an efficient heterogeneous catalyst for the oxidation of alkenes using H2O2 as an oxidizing agent. Styrene and various substituted styrenes were transformed into the corresponding carbonyl compounds in excellent selectivity and yields. DUT-5-CuCl is tolerant with various functional groups and could be recycled and reused at least 5 times in the oxidation of α-methylstyrene. Unlike the oxidation of styrene derivatives, DUT-5-Cu catalyzed oxidation of aliphatic and cyclic alkenes produced 1,2-diols compounds selectively. The mechanism of the DUT-5-Cu catalyzed oxidation of styrene to benzaldehyde was investigated in detail by various experiments such as the determination of reaction intermediates and characterization of the catalyst after catalysis, and computational studies. This work highlights the importance of MOF-supported earth-abundant metal catalysts for oxidation reactions to produce fine chemicals. |
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Keywords: | metal-organic frameworks heterogeneous catalysis copper alkene oxidation |
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