{"title":"芳香单阴离子类卟啉醌脂卟啉及其Cu2+催化降解研究","authors":"Yoon Hee Lee, Sung-Wook Choi, Min-Sung Ko, Tae-Ho Roh and Dong-Gyu Cho*, ","doi":"10.1021/acs.joc.5c00358","DOIUrl":null,"url":null,"abstract":"<p >This study presents the first synthesis and characterization of quinoliporphyrin (<b>6</b>), a unique aromatic monoanionic macrocycle featuring a quinoline unit within the porphyrinoid core. Previously, quinoline-containing porphyrins had their quinoline units positioned at peripheral locations. This structural feature exhibits exclusive reactivity with Cu<sup>2+</sup>, leading to rapid degradation at μM concentrations within 30 min at room temperature and the formation of a fluorogenic product (<b>7</b>). Such mild and rapid reactivity is attributed to the presence of the quinoline core.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 26","pages":"9253–9257"},"PeriodicalIF":3.6000,"publicationDate":"2025-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Quinoliporphyrin as an Aromatic Monoanionic Porphyrinoid and Its Degradation Promoted by Cu2+\",\"authors\":\"Yoon Hee Lee, Sung-Wook Choi, Min-Sung Ko, Tae-Ho Roh and Dong-Gyu Cho*, \",\"doi\":\"10.1021/acs.joc.5c00358\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >This study presents the first synthesis and characterization of quinoliporphyrin (<b>6</b>), a unique aromatic monoanionic macrocycle featuring a quinoline unit within the porphyrinoid core. Previously, quinoline-containing porphyrins had their quinoline units positioned at peripheral locations. This structural feature exhibits exclusive reactivity with Cu<sup>2+</sup>, leading to rapid degradation at μM concentrations within 30 min at room temperature and the formation of a fluorogenic product (<b>7</b>). Such mild and rapid reactivity is attributed to the presence of the quinoline core.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 26\",\"pages\":\"9253–9257\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-06-18\",\"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.5c00358\",\"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.5c00358","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Quinoliporphyrin as an Aromatic Monoanionic Porphyrinoid and Its Degradation Promoted by Cu2+
This study presents the first synthesis and characterization of quinoliporphyrin (6), a unique aromatic monoanionic macrocycle featuring a quinoline unit within the porphyrinoid core. Previously, quinoline-containing porphyrins had their quinoline units positioned at peripheral locations. This structural feature exhibits exclusive reactivity with Cu2+, leading to rapid degradation at μM concentrations within 30 min at room temperature and the formation of a fluorogenic product (7). Such mild and rapid reactivity is attributed to the presence of the quinoline core.
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.