Anion- and Solvent-Induced Rotary Dynamics and Sensing in a Perylene Diimide [3]Catenane
authors Barendt, TA; Ferreira, L; Marques, I; Felix, V; Beer, PD
nationality International
journal JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
keywords ARTIFICIAL MOLECULAR MACHINES; BISIMIDE DYES; SUPRAMOLECULAR CHEMISTRY; TRANSLATIONAL ISOMERISM; AROMATIC INTERACTIONS; COMPETITIVE-BINDING; BAY SUBSTITUENTS; PI INTERACTIONS; COMPLEXATION; RECOGNITION
abstract A novel dynamic [3]catenane consisting of a large four-station central macrocycle which incorporates a bay tetrachloro-functionalized perylene diimide (PDI) unit and two triazolium anion-binding motifs, mechanically bonded with two smaller isophthalamide-containing macrocycles, is constructed using an anion template synthetic methodology. Proton NMR, electronic absorption, and fluorescence emission spectroscopies together with molecular dynamics simulations are used to investigate the anion recognition- and solvent-dependent dynamic properties of the higher-order mechanically interlocked molecule. Importantly, unprecedented solvent-dependent and anion-binding induced circumrotatory motion in a hetero[3]catenane system is demonstrated where the exotic dual rotary switching behavior provides a unique and sophisticated mechanism for optical anion sensing in competitive protic organic and aqueous-organic media.
publisher AMER CHEMICAL SOC
issn Feb-63
year published 2017
volume 139
issue 26
beginning page 9026
ending page 9037
digital object identifier (doi) 10.1021/jacs.7b04295
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000405158900034
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journal analysis (jcr 2017):
journal impact factor 14.357
5 year journal impact factor 13.613
category normalized journal impact factor percentile 95.614
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