Immobilized Copper Complexes on Coal-Bearing Kaolin for Catalyzing Allylic Ester Synthesis via C(sp3)–H Bond Activation
Chun-Ling Zhang, Dao Su, Habuer Wang, Tegshi Muschin, Yun Wu, Yong-Sheng Bao, Huai-Yong Zhu
TL;DR
A new heterogeneous copper catalyst immobilized on coal-bearing kaolin efficiently synthesizes allylic esters through C(sp3)-H bond activation.
Contribution
The use of coal-bearing kaolin as a sustainable support for copper complexes in catalysis is novel and reusable.
Findings
The catalyst achieved a 71% yield of allylic ester, comparable to homogeneous catalysts.
The catalyst retained activity over five reuse cycles and is easily recoverable.
It showed broad compatibility with various aromatic carboxylic acids and cyclic alkanes.
Abstract
Copper complexes have attracted significant interest for catalyzing oxidative dehydrogenative carboxylation of alkanes to form esters. Here, we report a heterogeneous catalyst, in which copper complexes are immobilized on coal-bearing kaolin for the synthesis of allylic esters via C(sp3)-H bond activation through cross-dehydrogenation coupling reactions between cyclic alkanes and aromatic carboxylic acids. Systematic optimization of reaction conditions—including catalyst loading, copper content, oxidant, temperature, and reaction time—resulted in a high yield of 71% of allylic ester, comparable to homogeneous transition metal catalysts. The catalyst is easily recoverable via centrifugation and retains its activity over five consecutive reuse cycles. This system demonstrates broad substrate compatibility with various aromatic carboxylic acids and cyclic alkanes. Beyond offering an…
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Taxonomy
TopicsMetal-Organic Frameworks: Synthesis and Applications · Covalent Organic Framework Applications · Carbon dioxide utilization in catalysis