Difluoroalkyl Thiocyanidation of Alkenes Via Blue LED Light–Induced Intermolecular Three‐Component Coupling Reaction Catalyzed by Copper Nanoparticle‐Loaded Kaolin

IF 2.3 4区 化学 Q1 CHEMISTRY, ORGANIC
Asian Journal of Organic Chemistry Pub Date : 2026-06-01 Epub Date: 2026-06-30 DOI:10.1002/ajoc.70472
Ming‐Liang Kharchin , Dan Liu , Yong‐Sheng Bao , Tegshi Muschin
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引用次数: 0

Abstract

In this study, the catalyst Cu/NH2‐Ph@CK was produced by modifying coal‐bearing kaolin (CK) with a silane coupling agent, followed by impregnation with copper chloride, and NaBH4 reduction. The catalyst structure was characterized via x‐ray diffraction, x‐ray photoelectron spectroscopy, inductively coupled plasma mass spectrometry, transmission electron microscopy, and N2 adsorption–desorption experiments. The Cu nanoparticle (CuNP) content of Cu/NH2‐Ph@CK was 2.7 wt.%, and the average particle size of the CuNPs was approximately 6.6 nm. Catalytic experiments revealed that Cu/NH2‐Ph@CK exhibited high catalytic activity for the blue LED light‐induced three‐component coupling reaction with styrene, ethyl bromodifluoroacetate, and sodium thiocyanate. In addition, the catalyst could accommodate a wide range of substrates, achieving above moderate yields. Moreover, the catalyst could be recycled five times while maintaining good catalytic activity. This study proposes a simple and efficient method for synthesizing catalysts for three‐component coupling reactions.

Abstract Image

纳米铜负载高岭土催化蓝光LED诱导的二氟烷基硫氰化反应
本研究采用硅烷偶联剂对含煤高岭土(CK)进行改性,再用氯化铜浸渍,NaBH4还原法制备Cu/NH2-Ph@CK催化剂。通过x射线衍射、x射线光电子能谱、电感耦合等离子体质谱、透射电镜和N2吸附-脱附实验对催化剂的结构进行了表征。Cu/NH2-Ph@CK的Cu纳米颗粒(CuNP)含量为2.7 wt.%,平均粒径约为6.6 nm。催化实验表明,Cu/NH2-Ph@CK对蓝光LED光诱导的苯乙烯、溴代氟乙酸乙酯和硫氰酸钠三组分偶联反应具有较高的催化活性。此外,该催化剂可以适应广泛的底物,达到中等以上的产率。此外,该催化剂可循环使用5次,同时保持良好的催化活性。本研究提出了一种简单高效的合成三组分偶联反应催化剂的方法。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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