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Circularly Polarized Luminescence by Visible-Light Absorption in a Chiral O-BODIPY Dye: Unprecedented Design of CPL Organic Molecules from Achiral Chromophores
[Image: see text] Circularly polarized luminescence (CPL) in simple (small, nonaggregated, nonpolymeric) O-BODIPYs (R)-1 and (S)-1 by irradiation with visible light is first detected as proof of the ability of a new structural design to achieve CPL from inherently achiral monochromophore systems in...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3984031/ https://www.ncbi.nlm.nih.gov/pubmed/24524257 http://dx.doi.org/10.1021/ja412294s |
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author | Sánchez-Carnerero, Esther M. Moreno, Florencio Maroto, Beatriz L. Agarrabeitia, Antonia R. Ortiz, María J. Vo, Bryan G. Muller, Gilles Moya, Santiago de la |
author_facet | Sánchez-Carnerero, Esther M. Moreno, Florencio Maroto, Beatriz L. Agarrabeitia, Antonia R. Ortiz, María J. Vo, Bryan G. Muller, Gilles Moya, Santiago de la |
author_sort | Sánchez-Carnerero, Esther M. |
collection | PubMed |
description | [Image: see text] Circularly polarized luminescence (CPL) in simple (small, nonaggregated, nonpolymeric) O-BODIPYs (R)-1 and (S)-1 by irradiation with visible light is first detected as proof of the ability of a new structural design to achieve CPL from inherently achiral monochromophore systems in simple organic molecules. The measured level of CPL (|g(lum)|) in solution falls into the usual range of that obtained from other simple organic molecules (10(–5)–10(–2) range), but the latter having more complex architectures since axially chiral chromophores or multichromophore systems are usually required. The new design is based on chirally perturbing the acting achiral chromophore by orthogonally tethering a single axially chiral 1,1′-binaphtyl moiety to it. The latter does not participate as a chromophore in the light-absorption/emission phenomenon. This simple design opens up new perspectives for the future development of new small-sized CPL organic dyes (e.g., those based on other highly luminescent achiral chromophores and/or chirally perturbing moieties), as well as for the improvement of the CPL properties of the organic molecules spanning their use in photonic applications. |
format | Online Article Text |
id | pubmed-3984031 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-39840312015-02-13 Circularly Polarized Luminescence by Visible-Light Absorption in a Chiral O-BODIPY Dye: Unprecedented Design of CPL Organic Molecules from Achiral Chromophores Sánchez-Carnerero, Esther M. Moreno, Florencio Maroto, Beatriz L. Agarrabeitia, Antonia R. Ortiz, María J. Vo, Bryan G. Muller, Gilles Moya, Santiago de la J Am Chem Soc [Image: see text] Circularly polarized luminescence (CPL) in simple (small, nonaggregated, nonpolymeric) O-BODIPYs (R)-1 and (S)-1 by irradiation with visible light is first detected as proof of the ability of a new structural design to achieve CPL from inherently achiral monochromophore systems in simple organic molecules. The measured level of CPL (|g(lum)|) in solution falls into the usual range of that obtained from other simple organic molecules (10(–5)–10(–2) range), but the latter having more complex architectures since axially chiral chromophores or multichromophore systems are usually required. The new design is based on chirally perturbing the acting achiral chromophore by orthogonally tethering a single axially chiral 1,1′-binaphtyl moiety to it. The latter does not participate as a chromophore in the light-absorption/emission phenomenon. This simple design opens up new perspectives for the future development of new small-sized CPL organic dyes (e.g., those based on other highly luminescent achiral chromophores and/or chirally perturbing moieties), as well as for the improvement of the CPL properties of the organic molecules spanning their use in photonic applications. American Chemical Society 2014-02-13 2014-03-05 /pmc/articles/PMC3984031/ /pubmed/24524257 http://dx.doi.org/10.1021/ja412294s Text en Copyright © 2014 American Chemical Society |
spellingShingle | Sánchez-Carnerero, Esther M. Moreno, Florencio Maroto, Beatriz L. Agarrabeitia, Antonia R. Ortiz, María J. Vo, Bryan G. Muller, Gilles Moya, Santiago de la Circularly Polarized Luminescence by Visible-Light Absorption in a Chiral O-BODIPY Dye: Unprecedented Design of CPL Organic Molecules from Achiral Chromophores |
title | Circularly
Polarized Luminescence by Visible-Light
Absorption in a Chiral O-BODIPY Dye: Unprecedented
Design of CPL Organic Molecules from Achiral Chromophores |
title_full | Circularly
Polarized Luminescence by Visible-Light
Absorption in a Chiral O-BODIPY Dye: Unprecedented
Design of CPL Organic Molecules from Achiral Chromophores |
title_fullStr | Circularly
Polarized Luminescence by Visible-Light
Absorption in a Chiral O-BODIPY Dye: Unprecedented
Design of CPL Organic Molecules from Achiral Chromophores |
title_full_unstemmed | Circularly
Polarized Luminescence by Visible-Light
Absorption in a Chiral O-BODIPY Dye: Unprecedented
Design of CPL Organic Molecules from Achiral Chromophores |
title_short | Circularly
Polarized Luminescence by Visible-Light
Absorption in a Chiral O-BODIPY Dye: Unprecedented
Design of CPL Organic Molecules from Achiral Chromophores |
title_sort | circularly
polarized luminescence by visible-light
absorption in a chiral o-bodipy dye: unprecedented
design of cpl organic molecules from achiral chromophores |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3984031/ https://www.ncbi.nlm.nih.gov/pubmed/24524257 http://dx.doi.org/10.1021/ja412294s |
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