C(sp3)‒H Activation of Alcohol for C(sp3)‒C(sp3) Bond Formation via Heterogeneous Photocatalysis in Flow

IF 3.9 3区 化学 Q2 CHEMISTRY, PHYSICAL
ChemCatChem Pub Date : 2025-07-03 DOI:10.1002/cctc.202500894
Yan Li, Xinyuan He, Pengfei Song, Prof. Dr. Hanlin Huang, Prof. Dr. Zhigang Chai
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引用次数: 0

Abstract

C(sp3)‒H activation of alcohols enables creating new C─C bond while keeping hydroxyl group in a step and atom economic manner. Here, we disclose a protocol of coupling alcohols with alkenes for C(sp3)‒C(sp3) bond formation via heterogeneous photocatalysis in flow. This protocol functions well with a broad scope of alcohols (primary and secondary alcohols) and alkenes with moderate to good yields. The heterogeneous photocatalysis in flow enables current methodology to be conducted even on gram scale, exhibiting great potential for industrial applications. Cleavage of α-C(sp3)‒H of alcohol is induced by S species on the surface of ZnIn2S4 via hydrogen atom transfer (HAT), and this step was found to be involved in the rate-determining step.

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C(sp3) -H在流动中通过非均相光催化形成C(sp3) -C (sp3)键的醇活化
醇的C(sp3) -H活化可以形成新的C─C键,同时保持羟基以阶梯和原子经济的方式存在。在这里,我们揭示了一种在流动中通过非均相光催化形成C(sp3) -C (sp3)键的醇与烯烃偶联的协议。该工艺适用于各种醇(伯醇和仲醇)和烯烃,产率中等至较高。流动中的多相光催化使目前的方法甚至可以在克尺度上进行,显示出巨大的工业应用潜力。ZnIn2S4表面S•基团通过氢原子转移(HAT)诱导α-C(sp3) -H的裂解,该步骤参与了速率决定步骤。
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来源期刊
ChemCatChem
ChemCatChem 化学-物理化学
CiteScore
8.10
自引率
4.40%
发文量
511
审稿时长
1.3 months
期刊介绍: With an impact factor of 4.495 (2018), ChemCatChem is one of the premier journals in the field of catalysis. The journal provides primary research papers and critical secondary information on heterogeneous, homogeneous and bio- and nanocatalysis. The journal is well placed to strengthen cross-communication within between these communities. Its authors and readers come from academia, the chemical industry, and government laboratories across the world. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies, and is supported by the German Catalysis Society.
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