{"title":"新型荧光3-吡咯基BODIPYs及其衍生物的合成","authors":"Vratta Grover, Mangalampalli Ravikanth","doi":"10.1016/j.tchem.2025.100121","DOIUrl":null,"url":null,"abstract":"<div><div>3-Pyrrolyl BODIPYs absorb and emit at longer wavelengths with better quantum yields and singlet state lifetimes than BODIPYs due to the presence of an additional pyrrole ring at 3-position. The <em>α</em>-position of the appended pyrrole ring has been functionalized with a wide range of functional groups and these functionalized 3-pyrrolyl BODIPYs are very useful synthons to synthesize several interesting complex 3-pyrrolyl BODIPY-based derivatives. Furthermore, the <em>meso</em>-aryl functionalized 3-pyrrolyl BODIPYs as well as pyrrole functionalized 3-pyrrolyl BODIPYs have also been synthesized and used for the synthesis of a variety of fluorescent 3-pyrrolyl BODIPY-based conjugates. This review article describes different synthetic approaches employed for the synthesis of 3-pyrrolyl BODIPYs, functionalized 3-pyrrolyl BODIPYs and their use in the synthesis of more elaborate 3-pyrrolyl BODIPY-based fluorophores.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"13 ","pages":"Article 100121"},"PeriodicalIF":0.0000,"publicationDate":"2025-01-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of novel fluorescent 3-pyrrolyl BODIPYs and their derivatives\",\"authors\":\"Vratta Grover, Mangalampalli Ravikanth\",\"doi\":\"10.1016/j.tchem.2025.100121\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>3-Pyrrolyl BODIPYs absorb and emit at longer wavelengths with better quantum yields and singlet state lifetimes than BODIPYs due to the presence of an additional pyrrole ring at 3-position. The <em>α</em>-position of the appended pyrrole ring has been functionalized with a wide range of functional groups and these functionalized 3-pyrrolyl BODIPYs are very useful synthons to synthesize several interesting complex 3-pyrrolyl BODIPY-based derivatives. Furthermore, the <em>meso</em>-aryl functionalized 3-pyrrolyl BODIPYs as well as pyrrole functionalized 3-pyrrolyl BODIPYs have also been synthesized and used for the synthesis of a variety of fluorescent 3-pyrrolyl BODIPY-based conjugates. This review article describes different synthetic approaches employed for the synthesis of 3-pyrrolyl BODIPYs, functionalized 3-pyrrolyl BODIPYs and their use in the synthesis of more elaborate 3-pyrrolyl BODIPY-based fluorophores.</div></div>\",\"PeriodicalId\":74918,\"journal\":{\"name\":\"Tetrahedron chem\",\"volume\":\"13 \",\"pages\":\"Article 100121\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2025-01-22\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron chem\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2666951X25000038\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X25000038","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Synthesis of novel fluorescent 3-pyrrolyl BODIPYs and their derivatives
3-Pyrrolyl BODIPYs absorb and emit at longer wavelengths with better quantum yields and singlet state lifetimes than BODIPYs due to the presence of an additional pyrrole ring at 3-position. The α-position of the appended pyrrole ring has been functionalized with a wide range of functional groups and these functionalized 3-pyrrolyl BODIPYs are very useful synthons to synthesize several interesting complex 3-pyrrolyl BODIPY-based derivatives. Furthermore, the meso-aryl functionalized 3-pyrrolyl BODIPYs as well as pyrrole functionalized 3-pyrrolyl BODIPYs have also been synthesized and used for the synthesis of a variety of fluorescent 3-pyrrolyl BODIPY-based conjugates. This review article describes different synthetic approaches employed for the synthesis of 3-pyrrolyl BODIPYs, functionalized 3-pyrrolyl BODIPYs and their use in the synthesis of more elaborate 3-pyrrolyl BODIPY-based fluorophores.