Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials
Abstract The ability to synthesise lemniscular molecules to allow for the study and application of their chiroptical properties is a notable technical challenge. Herein, we report the design and synthesis of enantiomers of a [5]helicenoid derived molecular lemniscate, in which two homochiral helicen...
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| Format: | Article |
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Nature Portfolio
2025-03-01
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| Series: | Nature Communications |
| Online Access: | https://doi.org/10.1038/s41467-025-58162-1 |
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| author | Leah E. M. White Tiberiu-M. Gianga Fabienne Pradaux-Caggiano Chiara Faverio Andrea Taddeucci Henry S. Rzepa Christian Jonhannesen Lauren E. Hatcher Giuliano Siligardi David R. Carbery G. Dan Pantoș |
| author_facet | Leah E. M. White Tiberiu-M. Gianga Fabienne Pradaux-Caggiano Chiara Faverio Andrea Taddeucci Henry S. Rzepa Christian Jonhannesen Lauren E. Hatcher Giuliano Siligardi David R. Carbery G. Dan Pantoș |
| author_sort | Leah E. M. White |
| collection | DOAJ |
| description | Abstract The ability to synthesise lemniscular molecules to allow for the study and application of their chiroptical properties is a notable technical challenge. Herein, we report the design and synthesis of enantiomers of a [5]helicenoid derived molecular lemniscate, in which two homochiral helicenes are linked via the formation of two azine motifs. We demonstrate that these molecules, and their helicenoid constituents, are also excellent chiral dopants that induce dissymmetry in the ground and excited states of the achiral emissive polymer F8BT, leading to high CPL activity. The ability to control the handedness of the helicenoid dopants via enantiopure synthesis affords control of the sign of CP emission. This manipulation of circularly polarised light is of great interest for optoelectronic technologies. |
| format | Article |
| id | doaj-art-83a6d414876346749909c96cd9ca1ce8 |
| institution | Kabale University |
| issn | 2041-1723 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Nature Communications |
| spelling | doaj-art-83a6d414876346749909c96cd9ca1ce82025-08-20T03:41:40ZengNature PortfolioNature Communications2041-17232025-03-011611910.1038/s41467-025-58162-1Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materialsLeah E. M. White0Tiberiu-M. Gianga1Fabienne Pradaux-Caggiano2Chiara Faverio3Andrea Taddeucci4Henry S. Rzepa5Christian Jonhannesen6Lauren E. Hatcher7Giuliano Siligardi8David R. Carbery9G. Dan Pantoș10Department of Chemistry, University of BathB23 Beamline, Diamond Light Source Ltd.Department of Chemistry, University of BathDepartment of Chemistry, University of BathB23 Beamline, Diamond Light Source Ltd.Department of Chemistry, Imperial College London MSRHDepartment of Chemistry, University of AntwerpSchool of Chemistry, Cardiff UniversityB23 Beamline, Diamond Light Source Ltd.Department of Chemistry, University of BathDepartment of Chemistry, University of BathAbstract The ability to synthesise lemniscular molecules to allow for the study and application of their chiroptical properties is a notable technical challenge. Herein, we report the design and synthesis of enantiomers of a [5]helicenoid derived molecular lemniscate, in which two homochiral helicenes are linked via the formation of two azine motifs. We demonstrate that these molecules, and their helicenoid constituents, are also excellent chiral dopants that induce dissymmetry in the ground and excited states of the achiral emissive polymer F8BT, leading to high CPL activity. The ability to control the handedness of the helicenoid dopants via enantiopure synthesis affords control of the sign of CP emission. This manipulation of circularly polarised light is of great interest for optoelectronic technologies.https://doi.org/10.1038/s41467-025-58162-1 |
| spellingShingle | Leah E. M. White Tiberiu-M. Gianga Fabienne Pradaux-Caggiano Chiara Faverio Andrea Taddeucci Henry S. Rzepa Christian Jonhannesen Lauren E. Hatcher Giuliano Siligardi David R. Carbery G. Dan Pantoș Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials Nature Communications |
| title | Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials |
| title_full | Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials |
| title_fullStr | Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials |
| title_full_unstemmed | Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials |
| title_short | Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials |
| title_sort | enantiopure synthesis of 5 helicene based molecular lemniscates and their use in chiroptical materials |
| url | https://doi.org/10.1038/s41467-025-58162-1 |
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