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铜泡沫作为不饱和化合物硼化反应的活性催化剂。

Copper Foam as Active Catalysts for the Borylation of -Unsaturated Compounds.

机构信息

College of Chemistry and Materials Science, Hubei Engineering University, Xiaogan 432000, China.

Hubei Key Laboratory of Biological Resources and Environmental Biotechnology, Wuhan University, Wuhan 430079, China.

出版信息

Int J Mol Sci. 2022 Jul 29;23(15):8403. doi: 10.3390/ijms23158403.

DOI:10.3390/ijms23158403
PMID:35955537
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9368805/
Abstract

The use of simple, inexpensive, and efficient methods to construct carbon-boron and carbon-oxygen bonds has been a hot research topic in organic synthesis. We demonstrated that the desired -boronic acid products can be obtained under mild conditions using copper foam as an efficient heterogeneous catalyst. The structure of copper foam before and after the reaction was investigated by polarized light microscopy (PM), scanning electron microscopy (SEM), and transmission electron microscopy (TEM), and the results have shown that the structure of the catalyst copper foam remained unchanged before and after the reaction. The XPS test results showed that the Cu(0) content increased after the reaction, indicating that copper may be involved in the boron addition reaction. The specific optimization conditions were as follows: CHCOCH and HO were used as mixed solvents, 4-methoxychalcone was used as the raw material, 8 mg of catalyst was used and the reaction was carried out at room temperature and under air for 10 h. The yield of the product obtained was up to 92%, and the catalytic efficiency of the catalytic material remained largely unchanged after five cycles of use.

摘要

使用简单、廉价且高效的方法构建碳-硼键和碳-氧键一直是有机合成领域的热门研究课题。我们证明,在温和条件下,使用泡沫铜作为高效多相催化剂,可以获得所需的硼酸产物。通过偏光显微镜(PM)、扫描电子显微镜(SEM)和透射电子显微镜(TEM)研究了反应前后泡沫铜的结构,结果表明催化剂泡沫铜的结构在反应前后保持不变。XPS 测试结果表明,反应后 Cu(0)含量增加,表明铜可能参与了硼加成反应。具体的优化条件如下:以 CHCOCH 和 HO 为混合溶剂,以 4-甲氧基查耳酮为原料,使用 8mg 催化剂,在室温下、空气氛围中反应 10 小时。得到的产物产率高达 92%,且催化材料在使用五轮后催化效率基本保持不变。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/a202bacaef8b/ijms-23-08403-g008.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/06f0f8e5770a/ijms-23-08403-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/a202bacaef8b/ijms-23-08403-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/2de0bc240078/ijms-23-08403-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/02d920afe38b/ijms-23-08403-g001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/70a8/9368805/7c7d86d8ca33/ijms-23-08403-g005.jpg
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