{"title":"链导电合成含5元氮杂环和13元碳环的双环[60]富勒烯衍生物","authors":"Zheng-Chun Yin*, Qian-Wen Zhang, Wen-Rui Liu, Chuang Niu, Muqing Chen and Guan-Wu Wang*, ","doi":"10.1021/acs.joc.5c0005210.1021/acs.joc.5c00052","DOIUrl":null,"url":null,"abstract":"<p >Tether-directed electrosynthesis of [60]fullerene derivatives fused with 5-membered azacycle and 13-membered carbocycle, that is, bicyclic 1,4,9,12- and 1,2,4,15-adducts, has been achieved unexpectedly for the first time. The novel bicyclic [60]fullerene derivatives are obtained by the electrochemical reduction of [60]fullerene-fused indolines or lactams and subsequent regioselective cyclization with 2,2″-bis(bromomethyl)-1,1′:3′,1″-terphenyl. The product structures have been characterized by spectroscopic data and single-crystal X-ray analysis.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 12","pages":"4347–4356 4347–4356"},"PeriodicalIF":3.6000,"publicationDate":"2025-03-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Tether-Directed Electrosynthesis of Bicyclic [60]Fullerene Derivatives Fused with 5-Membered Azacycle and 13-Membered Carbocycle\",\"authors\":\"Zheng-Chun Yin*, Qian-Wen Zhang, Wen-Rui Liu, Chuang Niu, Muqing Chen and Guan-Wu Wang*, \",\"doi\":\"10.1021/acs.joc.5c0005210.1021/acs.joc.5c00052\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Tether-directed electrosynthesis of [60]fullerene derivatives fused with 5-membered azacycle and 13-membered carbocycle, that is, bicyclic 1,4,9,12- and 1,2,4,15-adducts, has been achieved unexpectedly for the first time. The novel bicyclic [60]fullerene derivatives are obtained by the electrochemical reduction of [60]fullerene-fused indolines or lactams and subsequent regioselective cyclization with 2,2″-bis(bromomethyl)-1,1′:3′,1″-terphenyl. The product structures have been characterized by spectroscopic data and single-crystal X-ray analysis.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 12\",\"pages\":\"4347–4356 4347–4356\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-03-14\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c00052\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c00052","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Tether-Directed Electrosynthesis of Bicyclic [60]Fullerene Derivatives Fused with 5-Membered Azacycle and 13-Membered Carbocycle
Tether-directed electrosynthesis of [60]fullerene derivatives fused with 5-membered azacycle and 13-membered carbocycle, that is, bicyclic 1,4,9,12- and 1,2,4,15-adducts, has been achieved unexpectedly for the first time. The novel bicyclic [60]fullerene derivatives are obtained by the electrochemical reduction of [60]fullerene-fused indolines or lactams and subsequent regioselective cyclization with 2,2″-bis(bromomethyl)-1,1′:3′,1″-terphenyl. The product structures have been characterized by spectroscopic data and single-crystal X-ray analysis.
期刊介绍:
Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.