Josué Jiménez, Edurne Avellanal-Zaballa, Sergio Serrano, Alexis R Torres, Antonia R Agarrabeitia, Florencio Moreno, Gilles Muller, Jorge Bañuelos, Beatriz L Maroto, Santiago de la Moya
{"title":"Insight into the Influence of the Chiral Molecular Symmetry on the Chiroptics of Fluorescent BINOL-Based Boron Chelates.","authors":"Josué Jiménez, Edurne Avellanal-Zaballa, Sergio Serrano, Alexis R Torres, Antonia R Agarrabeitia, Florencio Moreno, Gilles Muller, Jorge Bañuelos, Beatriz L Maroto, Santiago de la Moya","doi":"10.3390/ecsoc-24-08308","DOIUrl":null,"url":null,"abstract":"<p><p>The prominent influence of the molecular symmetry, as defined by the symmetry point group, on the chiroptical behavior (electronic circular dichroism and, especially, circularly polarized luminescence) of simple fluorescent boron chelates (BODIPY and related BOPHY analogues) is studied and discussed. It is shown that increasing the dye symmetry by means of the <i>D<sub>3</sub></i> chiral symmetry group is a workable design option to enhance the level of differential emission of right- and left-circularly polarized light in BODIPY dyes and related emitters, and that the influence of the level of symmetry is stronger than the influence of the higher number of chiral moieties perturbing the acting achiral chromophore.</p>","PeriodicalId":93354,"journal":{"name":"Proceedings of ECSOC- ... International Electronic Conference on Synthetic Organic Chemistry","volume":"3 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2021-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.3390/ecsoc-24-08308","citationCount":"2","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Proceedings of ECSOC- ... International Electronic Conference on Synthetic Organic Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.3390/ecsoc-24-08308","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2020/11/14 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 2
Abstract
The prominent influence of the molecular symmetry, as defined by the symmetry point group, on the chiroptical behavior (electronic circular dichroism and, especially, circularly polarized luminescence) of simple fluorescent boron chelates (BODIPY and related BOPHY analogues) is studied and discussed. It is shown that increasing the dye symmetry by means of the D3 chiral symmetry group is a workable design option to enhance the level of differential emission of right- and left-circularly polarized light in BODIPY dyes and related emitters, and that the influence of the level of symmetry is stronger than the influence of the higher number of chiral moieties perturbing the acting achiral chromophore.