{"title":"Recent advances in development of bibenzo[c]thiophene derivatives for application in functional materials","authors":"Yousuke Ooyama, Keiichi Imato","doi":"10.1016/j.tetlet.2024.155393","DOIUrl":null,"url":null,"abstract":"<div><div>1,1′- and 4,4′-bibenzo[<em>c</em>]thiophenes as the 1,1′-dimer and 4,4′-dimer of benzo[<em>c</em>]thiophene, respectively, have gained more and more attention in recent years because of pioneering challenge to the development of facile and efficient synthetic method and their attractive photophysical and electrochemical properties to be a promising fluorophore and photosensitizer for highly efficient bioimaging, phototheranostics, and optoelectronic devices. Thus, this review is focused on development of bibenzo[<em>c</em>]thiophene derivatives and their potential as a π-building block for creating new functional materials. First, synthetic methods for 1,1′- and 4,4′-bibenzo[<em>c</em>]thiophene derivatives, and their photophysical and electrochemical properties such as photoabsroption, fluorescence, and redox properties and HOMO and LUMO energy levels are discussed. Moreover, we present not only a practical application of bibenzo[<em>c</em>]thiophene unit to optoelectronic devices and fluorescence bioimaging and phototherapy bust also creation of a new-type functional dye material composed of bibenzo[<em>c</em>]thiophene skeleton.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"155 ","pages":"Article 155393"},"PeriodicalIF":1.5000,"publicationDate":"2025-01-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392400488X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
1,1′- and 4,4′-bibenzo[c]thiophenes as the 1,1′-dimer and 4,4′-dimer of benzo[c]thiophene, respectively, have gained more and more attention in recent years because of pioneering challenge to the development of facile and efficient synthetic method and their attractive photophysical and electrochemical properties to be a promising fluorophore and photosensitizer for highly efficient bioimaging, phototheranostics, and optoelectronic devices. Thus, this review is focused on development of bibenzo[c]thiophene derivatives and their potential as a π-building block for creating new functional materials. First, synthetic methods for 1,1′- and 4,4′-bibenzo[c]thiophene derivatives, and their photophysical and electrochemical properties such as photoabsroption, fluorescence, and redox properties and HOMO and LUMO energy levels are discussed. Moreover, we present not only a practical application of bibenzo[c]thiophene unit to optoelectronic devices and fluorescence bioimaging and phototherapy bust also creation of a new-type functional dye material composed of bibenzo[c]thiophene skeleton.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.