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Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies

The Tröger's base derivative rac-TBPP was synthesized and separated into two enantiomers R(2N)-TBPP and S(2N)-TBPP by chiral column chromatography. These compounds show a strong circularly polarized luminescence with g(lum) values of +0.0021, and −0.0025, respectively. The second way to fabrica...

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Autores principales: Qian, Cheng, Chen, Yuan, Zhao, Qian, Cheng, Ming, Lin, Chen, Jiang, Juli, Wang, Leyong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7801797/
https://www.ncbi.nlm.nih.gov/pubmed/33488831
http://dx.doi.org/10.3762/bjoc.17.6
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author Qian, Cheng
Chen, Yuan
Zhao, Qian
Cheng, Ming
Lin, Chen
Jiang, Juli
Wang, Leyong
author_facet Qian, Cheng
Chen, Yuan
Zhao, Qian
Cheng, Ming
Lin, Chen
Jiang, Juli
Wang, Leyong
author_sort Qian, Cheng
collection PubMed
description The Tröger's base derivative rac-TBPP was synthesized and separated into two enantiomers R(2N)-TBPP and S(2N)-TBPP by chiral column chromatography. These compounds show a strong circularly polarized luminescence with g(lum) values of +0.0021, and −0.0025, respectively. The second way to fabricate the rac-TBPP-based CPL-active material is to co-gel the fluorescent rac-TBPP with a chiral ᴅ-glutamic acid gelator DGG by co-assembly strategy. At the molar ratio of rac-TBPP/DGG = 1:80, the g(lum) value of the co-gel was about three times higher than the g(lum) values of R(2N)-TBPP and S(2N)-TBPP enantiomers. Interestingly, the CPL handedness of the rac-TBPP/DGG co-gel could be adjusted effectively by changing their stoichiometric ratios.
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spelling pubmed-78017972021-01-22 Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies Qian, Cheng Chen, Yuan Zhao, Qian Cheng, Ming Lin, Chen Jiang, Juli Wang, Leyong Beilstein J Org Chem Letter The Tröger's base derivative rac-TBPP was synthesized and separated into two enantiomers R(2N)-TBPP and S(2N)-TBPP by chiral column chromatography. These compounds show a strong circularly polarized luminescence with g(lum) values of +0.0021, and −0.0025, respectively. The second way to fabricate the rac-TBPP-based CPL-active material is to co-gel the fluorescent rac-TBPP with a chiral ᴅ-glutamic acid gelator DGG by co-assembly strategy. At the molar ratio of rac-TBPP/DGG = 1:80, the g(lum) value of the co-gel was about three times higher than the g(lum) values of R(2N)-TBPP and S(2N)-TBPP enantiomers. Interestingly, the CPL handedness of the rac-TBPP/DGG co-gel could be adjusted effectively by changing their stoichiometric ratios. Beilstein-Institut 2021-01-06 /pmc/articles/PMC7801797/ /pubmed/33488831 http://dx.doi.org/10.3762/bjoc.17.6 Text en Copyright © 2021, Qian et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Letter
Qian, Cheng
Chen, Yuan
Zhao, Qian
Cheng, Ming
Lin, Chen
Jiang, Juli
Wang, Leyong
Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title_full Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title_fullStr Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title_full_unstemmed Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title_short Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies
title_sort circularly polarized luminescent systems fabricated by tröger's base derivatives through two different strategies
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7801797/
https://www.ncbi.nlm.nih.gov/pubmed/33488831
http://dx.doi.org/10.3762/bjoc.17.6
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