Polymer‐ and Silica‐Supported Iron BPMEN‐Inspired Catalysts for CH Bond Functionalization Reactions |
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Authors: | Dr. Yan Feng Dr. Eric G. Moschetta Prof. Christopher W. Jones |
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Affiliation: | School of Chemical & Biomolecular Engineering, Georgia Institute of Technology, 311 Ferst Dr., Atlanta, GA 30332 (USA) |
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Abstract: | Direct catalytic C? H bond functionalization is a key challenge in synthetic chemistry, with many popular C? H activation methodologies involving precious‐metal catalysts. In recent years, iron catalysts have emerged as a possible alternative to the more common precious‐metal catalysts, owing to its high abundance, low cost, and low toxicity. However, iron catalysts are plagued by two key factors: the ligand cost and the low turnover numbers (TONs) typically achieved. In this work, two approaches are presented to functionalize the popular N1,N2‐dimethyl‐N1,N2‐bis(pyridin‐2‐ylmethyl)ethane‐1,2‐diamine (BPMEN) ligand, so that it can be supported on porous silica or polymer resin supports. Four new catalysts are prepared and evaluated in an array of catalytic C? H functionalization reactions by using cyclohexane, cyclohexene, cyclooctane, adamantane, benzyl alcohol, and cumene with aqueous hydrogen peroxide. Catalyst recovery and recycling is demonstrated by using supported catalysts, which allows for a modest increase in the TON achieved with these catalysts. |
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Keywords: | C H activation hydroxylation immobilization iron supported catalysts |
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