{"title":"Harnessing dipolar microenvironment engineering of PTSA for alkenylation of indole in butyl acetate†","authors":"Zijian Wang , Minghao Li , Yanlong Gu","doi":"10.1039/d4gc05877a","DOIUrl":null,"url":null,"abstract":"<div><div>The thiophene sulfone-functionalized hyper-crosslinked polymer (HCP) was prepared, characterized, and used as an additive to regulate the catalytic activity of <em>p</em>-toluenesulfonic acid (PTSA) in the alkenylation of indole with carbonyl compounds. A kinetic study demonstrated that addition of the above HCP not only accelerated the reaction but also improved its selectivity. The absorption of PTSA resulted in a local increase in the concentration of the catalyst and the polarity of HCP, determined by Nile red, accounted for the enhancement of catalytic activity. Together with providing a green protocol for the alkenylation of indole, supported by green chemistry metric evaluation, this work paved the way for extending the application of Brønsted acid in catalysis.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 7","pages":"Pages 2160-2164"},"PeriodicalIF":9.3000,"publicationDate":"2025-01-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926225000366","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The thiophene sulfone-functionalized hyper-crosslinked polymer (HCP) was prepared, characterized, and used as an additive to regulate the catalytic activity of p-toluenesulfonic acid (PTSA) in the alkenylation of indole with carbonyl compounds. A kinetic study demonstrated that addition of the above HCP not only accelerated the reaction but also improved its selectivity. The absorption of PTSA resulted in a local increase in the concentration of the catalyst and the polarity of HCP, determined by Nile red, accounted for the enhancement of catalytic activity. Together with providing a green protocol for the alkenylation of indole, supported by green chemistry metric evaluation, this work paved the way for extending the application of Brønsted acid in catalysis.
期刊介绍：
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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