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

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 and G. Dan Pantoș ()
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Leah E. M. White: University of Bath
Tiberiu-M. Gianga: Diamond Light Source Ltd.
Fabienne Pradaux-Caggiano: University of Bath
Chiara Faverio: University of Bath
Andrea Taddeucci: Diamond Light Source Ltd.
Henry S. Rzepa: Imperial College London MSRH
Christian Jonhannesen: University of Antwerp
Lauren E. Hatcher: Cardiff University
Giuliano Siligardi: Diamond Light Source Ltd.
David R. Carbery: University of Bath
G. Dan Pantoș: University of Bath

Nature Communications, 2025, vol. 16, issue 1, 1-9

Abstract: 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.

Date: 2025
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DOI: 10.1038/s41467-025-58162-1

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