Abstract
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.
Original language | English |
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Pages (from-to) | 9685-9690 |
Number of pages | 6 |
Journal | Chemical Science |
Volume | 11 |
Issue number | 35 |
Early online date | 24 Aug 2020 |
DOIs | |
Publication status | Published - 21 Sept 2020 |
Bibliographical note
Funding Information:This work was funded by the EPSRC (DTA TMG, AT) and the University of Bath (AT). X-ray diffraction, NMR and HRMS facilities were provided through the Materials and Chemical Characterisation Facility (MC2), at the University of Bath.
Publisher Copyright:
© The Royal Society of Chemistry 2020.
Copyright:
Copyright 2020 Elsevier B.V., All rights reserved.
Funding
This work was funded by the EPSRC (DTA TMG, AT) and the University of Bath (AT). X-ray diffraction, NMR and HRMS facilities were provided through the Materials and Chemical Characterisation Facility (MC2), at the University of Bath.
ASJC Scopus subject areas
- General Chemistry