Feifei Cao , Congyu Gao , Jingxin Zi , Jianfeng Hu , Yong Yang , Wen-Xiong Zhang , Hao Zhang
{"title":"钯催化二茂铁基硫化物、亚砜的分子内C-H基化及其在金属离子识别中的应用","authors":"Feifei Cao , Congyu Gao , Jingxin Zi , Jianfeng Hu , Yong Yang , Wen-Xiong Zhang , Hao Zhang","doi":"10.1016/j.gresc.2023.11.011","DOIUrl":null,"url":null,"abstract":"<div><div>An intramolecular C–H arylation of ferrocenyl <em>ortho</em>-bromophenyl sulfide and sulfoxide has been developed with a palladium/non-chiral monophosphine ligand. Under mild reaction conditions, a wide range of ferrocene cyclosulfide and ferrocene cyclosulfoxide were obtained in up to 90 % yield. Moreover, planar chiral ferrocene cyclosulfide with enantioselectivities (up to 45 % <em>ee</em>) was synthesized utilizing chiral phosphine ligands. Furthermore, the compound <strong>4a</strong> and <strong>6a</strong> can be used as novel chemosensors to detect Cu<sup>2+</sup> ion.</div></div>","PeriodicalId":12794,"journal":{"name":"Green Synthesis and Catalysis","volume":"6 1","pages":"Pages 67-74"},"PeriodicalIF":0.0000,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Palladium-catalyzed intramolecular C–H arylation of ferrocenyl-sulfides, sulfoxide and its application in metal ion recognition\",\"authors\":\"Feifei Cao , Congyu Gao , Jingxin Zi , Jianfeng Hu , Yong Yang , Wen-Xiong Zhang , Hao Zhang\",\"doi\":\"10.1016/j.gresc.2023.11.011\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An intramolecular C–H arylation of ferrocenyl <em>ortho</em>-bromophenyl sulfide and sulfoxide has been developed with a palladium/non-chiral monophosphine ligand. Under mild reaction conditions, a wide range of ferrocene cyclosulfide and ferrocene cyclosulfoxide were obtained in up to 90 % yield. Moreover, planar chiral ferrocene cyclosulfide with enantioselectivities (up to 45 % <em>ee</em>) was synthesized utilizing chiral phosphine ligands. Furthermore, the compound <strong>4a</strong> and <strong>6a</strong> can be used as novel chemosensors to detect Cu<sup>2+</sup> ion.</div></div>\",\"PeriodicalId\":12794,\"journal\":{\"name\":\"Green Synthesis and Catalysis\",\"volume\":\"6 1\",\"pages\":\"Pages 67-74\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-02-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Green Synthesis and Catalysis\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2666554923001059\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Synthesis and Catalysis","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666554923001059","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Palladium-catalyzed intramolecular C–H arylation of ferrocenyl-sulfides, sulfoxide and its application in metal ion recognition
An intramolecular C–H arylation of ferrocenyl ortho-bromophenyl sulfide and sulfoxide has been developed with a palladium/non-chiral monophosphine ligand. Under mild reaction conditions, a wide range of ferrocene cyclosulfide and ferrocene cyclosulfoxide were obtained in up to 90 % yield. Moreover, planar chiral ferrocene cyclosulfide with enantioselectivities (up to 45 % ee) was synthesized utilizing chiral phosphine ligands. Furthermore, the compound 4a and 6a can be used as novel chemosensors to detect Cu2+ ion.
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