Cargando…
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...
Autores principales: | , , , , , , |
---|---|
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 |
_version_ | 1783635652817977344 |
---|---|
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. |
format | Online Article Text |
id | pubmed-7801797 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT qiancheng circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT chenyuan circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT zhaoqian circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT chengming circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT linchen circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT jiangjuli circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies AT wangleyong circularlypolarizedluminescentsystemsfabricatedbytrogersbasederivativesthroughtwodifferentstrategies |