Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials

White, Leah E. M., Gianga, Tiberiu-M., Pradaux-Caggiano, Fabienne, Faverio, Chiara, Taddeucci, Andrea, Rzepa, Henry S., Jonhannesen, Christian, Hatcher, Lauren E. ORCID: https://orcid.org/0000-0002-1549-9727, Siligardi, Giuliano, Carbery, David R. and Panto?, G. Dan 2025. Enantiopure synthesis of [5]helicene based molecular lemniscates and their use in chiroptical materials. Nature Communications 16 (1) , 2837. 10.1038/s41467-025-58162-1

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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.

Item Type:	Article
Date Type:	Published Online
Status:	Published
Schools:	Schools > Chemistry
Publisher:	Nature Research
ISSN:	2041-1723
Funders:	Engineering and Physical Sciences Research Council (EPSRC) DTA for L.E.M.W, EPSRC Programme Grant (EP/K004956/1), University of Bath Major Equipment Fund (VB-FS1RCU) and Diamond Light Source for the beam time and instruments access to B23 beamline (CM33876-1).
Date of First Compliant Deposit:	26 March 2025
Date of Acceptance:	12 March 2025
Last Modified:	27 Mar 2025 12:45
URI:	https://orca.cardiff.ac.uk/id/eprint/177176

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