Issue 35, 2020

Discovery of an all-donor aromatic [2]catenane


We report herein the first all-donor aromatic [2]catenane formed through dynamic combinatorial chemistry, using single component libraries. The building block is a benzo[1,2-b:4,5-b′]dithiophene derivative, a π-donor molecule, with cysteine appendages that allow for disulfide exchange. The hydrophobic effect plays an essential role in the formation of the all-donor [2]catenane. The design of the building block allows the formation of a quasi-fused pentacyclic core, which enhances the stacking interactions between the cores. The [2]catenane has chiro-optical and fluorescent properties, being also the first known DCC-disulphide-based interlocked molecule to be fluorescent.

Graphical abstract: Discovery of an all-donor aromatic [2]catenane

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Article information

Article type
Edge Article
06 Aug 2020
22 Aug 2020
First published
24 Aug 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2020,11, 9685-9690

Discovery of an all-donor aromatic [2]catenane

Tiberiu-M. Gianga, E. Audibert, A. Trandafir, G. Kociok-Köhn and G. D. Pantoş, Chem. Sci., 2020, 11, 9685 DOI: 10.1039/D0SC04317F

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