{"title":"Molecular dyad exhibiting strong multi-resonance blue fluorescence","authors":"Byung Hak Jhun, Youngmin You","doi":"10.1002/bkcs.12824","DOIUrl":null,"url":null,"abstract":"<p>A multi-resonance (MR) fluorophore exhibiting circularly polarized luminescence (CPL) holds a significant promise for enhancing the utility of organic light-emitting devices. To meet this demand, we have devised molecular dyads having azaoxaborin MR emitters based on homochiral (<i>R</i>)- and (<i>S</i>)-1,1′-bi-2-naphthol. The synthesized 12,12′-di-<i>tert</i>-butyl-9,9′-bi(8,8′-dioxa-4b,4′b-diaza-14b,14′b-diborafluorantheno[1,2,3-<i>de</i>]tetracene) products (TBNBOCz) exhibit strong blue fluorescence, with a remarkable 100% fluorescence quantum yield and an extremely narrow full width at half-maximum of 22 nm. However, unexpectedly, TBNBOCz exhibits negligible electric circular dichroism and CPL activities. Chiroptical investigations into the reaction precursors reveals an occurrence of racemization in the borylation step. This result emphasizes the importance of understanding synthetic processes and their impact on the chiroptical properties.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 4","pages":"322-330"},"PeriodicalIF":1.7000,"publicationDate":"2024-02-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Bulletin of the Korean Chemical Society","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/bkcs.12824","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
A multi-resonance (MR) fluorophore exhibiting circularly polarized luminescence (CPL) holds a significant promise for enhancing the utility of organic light-emitting devices. To meet this demand, we have devised molecular dyads having azaoxaborin MR emitters based on homochiral (R)- and (S)-1,1′-bi-2-naphthol. The synthesized 12,12′-di-tert-butyl-9,9′-bi(8,8′-dioxa-4b,4′b-diaza-14b,14′b-diborafluorantheno[1,2,3-de]tetracene) products (TBNBOCz) exhibit strong blue fluorescence, with a remarkable 100% fluorescence quantum yield and an extremely narrow full width at half-maximum of 22 nm. However, unexpectedly, TBNBOCz exhibits negligible electric circular dichroism and CPL activities. Chiroptical investigations into the reaction precursors reveals an occurrence of racemization in the borylation step. This result emphasizes the importance of understanding synthetic processes and their impact on the chiroptical properties.
期刊介绍:
The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.