# Chirally locked and dynamic bis-perylene diimide macrocycles with multiple sources of chirality

**Authors:** Denis Hartmann, Samuel E. Penty, Robert Pal, Timothy A. Barendt

PMC · DOI: 10.1038/s42004-026-01904-z · Communications Chemistry · 2026-01-23

## TL;DR

The paper explores chiral macrocycles with multiple chirality sources, showing how helical chirality strongly influences optical properties and can induce chirality in other molecules.

## Contribution

The synthesis of bis-perylene diimide macrocycles with multiple chirality sources and the discovery of helical chirality's dominant role in chiroptical effects.

## Key findings

- Helical chirality in perylene diimide strongly influences chiroptical properties.
- Chirality can be induced in achiral guest molecules through these macrocycles.

## Abstract

Chiral organic materials show great promise in optoelectronics, sensing and catalysis. Among those, macrocycles are of great interest due to their preorganisation and potential amplification of chiroptical properties. Understanding the effects of different sources of chirality on the resulting chiroptical properties of these molecules is key to unlocking tailored chiral materials. To this end, we have synthesised a family of bis-perylene diimide-based macrocycles containing multiple sources of chirality, specifically point chirality in the linker, helical chirality in the perylene diimide and supramolecular chirality in the macrocyclic dimer. We found a dominant effect from the helical chirality of the perylene diimide on the chiroptical properties, including the induction of chirality in an achiral guest molecule, which opens up new possibilities for hybrid chiroptical materials.

Chiral organic materials hold significant potential in optoelectronics, sensing, and catalysis, with macrocycles potentially offering enhanced chiroptical properties thanks to their preorganisation. Here, the authors synthesize bis-perylene diimide-based macrocycles with multiple sources of chirality, revealing the dominant influence of chromophore helical chirality on chiroptical properties and enabling chirality induction in achiral guests.

## Full-text entities

- **Chemicals:** bis-perylene diimide (-), perylene diimide (MESH:C521332)

## Full text

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## Figures

4 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12932710/full.md

## References

3 references — full list in the complete paper: https://tomesphere.com/paper/PMC12932710/full.md

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Source: https://tomesphere.com/paper/PMC12932710