{"title":"可回收皮啶酰胺衍生配体控制的炔烃与醇和酚的支链选择性酯化反应","authors":"Ding Liu , Luyun Zhang , Jiaxin Cheng , Qiuxiang Wei , Zhenhua Jia , Fen-Er Chen","doi":"10.1039/d4gc03522d","DOIUrl":null,"url":null,"abstract":"<div><div>Hydroesterification of alkynes is a crucial synthetic transformation, enabling the formation of esters directly with high atom economy. Recent advancements have centered on improving the reaction's selectivity, efficiency, and environmental sustainability, particularly through the innovation of ligands and catalysts, making the process more practical for industrial applications. Herein, we report a highly selective and efficient hydroesterification of alkynes using a novel recyclable ligand, accommodating a wide range of alkyne substrates as well as various alcohols and phenols. The reaction proceeds under mild conditions, affording the desired esters in high yields with excellent regioselectivities. A notable feature of this method is the recyclability of the ligand, which can be recovered and reused multiple times without significant loss of activity or selectivity. Mechanistic studies revealed that palladium was well dispersed on the nanoscale and was essential for this sustainable hydroesterification process.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"26 18","pages":"Pages 9690-9696"},"PeriodicalIF":9.2000,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Recyclable picolinamide-derived ligand-controlled branched-selective hydroesterification of alkynes with alcohols and phenols†\",\"authors\":\"Ding Liu , Luyun Zhang , Jiaxin Cheng , Qiuxiang Wei , Zhenhua Jia , Fen-Er Chen\",\"doi\":\"10.1039/d4gc03522d\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Hydroesterification of alkynes is a crucial synthetic transformation, enabling the formation of esters directly with high atom economy. Recent advancements have centered on improving the reaction's selectivity, efficiency, and environmental sustainability, particularly through the innovation of ligands and catalysts, making the process more practical for industrial applications. Herein, we report a highly selective and efficient hydroesterification of alkynes using a novel recyclable ligand, accommodating a wide range of alkyne substrates as well as various alcohols and phenols. The reaction proceeds under mild conditions, affording the desired esters in high yields with excellent regioselectivities. A notable feature of this method is the recyclability of the ligand, which can be recovered and reused multiple times without significant loss of activity or selectivity. Mechanistic studies revealed that palladium was well dispersed on the nanoscale and was essential for this sustainable hydroesterification process.</div></div>\",\"PeriodicalId\":78,\"journal\":{\"name\":\"Green Chemistry\",\"volume\":\"26 18\",\"pages\":\"Pages 9690-9696\"},\"PeriodicalIF\":9.2000,\"publicationDate\":\"2024-09-16\",\"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/S1463926224007325\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926224007325","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Recyclable picolinamide-derived ligand-controlled branched-selective hydroesterification of alkynes with alcohols and phenols†
Hydroesterification of alkynes is a crucial synthetic transformation, enabling the formation of esters directly with high atom economy. Recent advancements have centered on improving the reaction's selectivity, efficiency, and environmental sustainability, particularly through the innovation of ligands and catalysts, making the process more practical for industrial applications. Herein, we report a highly selective and efficient hydroesterification of alkynes using a novel recyclable ligand, accommodating a wide range of alkyne substrates as well as various alcohols and phenols. The reaction proceeds under mild conditions, affording the desired esters in high yields with excellent regioselectivities. A notable feature of this method is the recyclability of the ligand, which can be recovered and reused multiple times without significant loss of activity or selectivity. Mechanistic studies revealed that palladium was well dispersed on the nanoscale and was essential for this sustainable hydroesterification process.
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.