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Integration of inherent and induced chirality into subphthalocyanine analogue
Conventional conjugated systems are characteristic of only either inherent or induced chirality because of synthetic challenge in combination of chiral segment into the main chromophore. In this work, chiral binaphthyl segment is directly fused into the central chromophore of a subphthalocyanine ske...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4904797/ https://www.ncbi.nlm.nih.gov/pubmed/27294871 http://dx.doi.org/10.1038/srep28026 |
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author | Zhao, Luyang Qi, Dongdong Wang, Kang Wang, Tianyu Han, Bing Tang, Zhiyong Jiang, Jianzhuang |
author_facet | Zhao, Luyang Qi, Dongdong Wang, Kang Wang, Tianyu Han, Bing Tang, Zhiyong Jiang, Jianzhuang |
author_sort | Zhao, Luyang |
collection | PubMed |
description | Conventional conjugated systems are characteristic of only either inherent or induced chirality because of synthetic challenge in combination of chiral segment into the main chromophore. In this work, chiral binaphthyl segment is directly fused into the central chromophore of a subphthalocyanine skeleton, resulting in a novel type of chiral subphthalocyanine analogue (R/S)-1 of integrated inherent and induced chirality. Impressively, an obviously enhanced optical activity is discerned for (R/S)-1 molecules, and corresponding enhancement mechanism is elucidated in detail. The synthesis strategy based on rational molecular design will open the door towards fabrication of chiral materials with giant optical activity, which will have great potential in chiroptical devices. |
format | Online Article Text |
id | pubmed-4904797 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Nature Publishing Group |
record_format | MEDLINE/PubMed |
spelling | pubmed-49047972016-06-14 Integration of inherent and induced chirality into subphthalocyanine analogue Zhao, Luyang Qi, Dongdong Wang, Kang Wang, Tianyu Han, Bing Tang, Zhiyong Jiang, Jianzhuang Sci Rep Article Conventional conjugated systems are characteristic of only either inherent or induced chirality because of synthetic challenge in combination of chiral segment into the main chromophore. In this work, chiral binaphthyl segment is directly fused into the central chromophore of a subphthalocyanine skeleton, resulting in a novel type of chiral subphthalocyanine analogue (R/S)-1 of integrated inherent and induced chirality. Impressively, an obviously enhanced optical activity is discerned for (R/S)-1 molecules, and corresponding enhancement mechanism is elucidated in detail. The synthesis strategy based on rational molecular design will open the door towards fabrication of chiral materials with giant optical activity, which will have great potential in chiroptical devices. Nature Publishing Group 2016-06-13 /pmc/articles/PMC4904797/ /pubmed/27294871 http://dx.doi.org/10.1038/srep28026 Text en Copyright © 2016, Macmillan Publishers Limited http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in the credit line; if the material is not included under the Creative Commons license, users will need to obtain permission from the license holder to reproduce the material. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Article Zhao, Luyang Qi, Dongdong Wang, Kang Wang, Tianyu Han, Bing Tang, Zhiyong Jiang, Jianzhuang Integration of inherent and induced chirality into subphthalocyanine analogue |
title | Integration of inherent and induced chirality into subphthalocyanine analogue |
title_full | Integration of inherent and induced chirality into subphthalocyanine analogue |
title_fullStr | Integration of inherent and induced chirality into subphthalocyanine analogue |
title_full_unstemmed | Integration of inherent and induced chirality into subphthalocyanine analogue |
title_short | Integration of inherent and induced chirality into subphthalocyanine analogue |
title_sort | integration of inherent and induced chirality into subphthalocyanine analogue |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4904797/ https://www.ncbi.nlm.nih.gov/pubmed/27294871 http://dx.doi.org/10.1038/srep28026 |
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