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Molecules 2018, 23(5), 990; https://doi.org/10.3390/molecules23050990

Synthesis and Guest Recognition of Switchable Pt-Salphen Based Molecular Tweezers

Institut Parisien de Chimie Moléculaire, Sorbonne Université, CNRS UMR 8232, 4 Place Jussieu, 75005 Paris, France
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Academic Editor: Frédéric Coutrot
Received: 30 March 2018 / Revised: 18 April 2018 / Accepted: 20 April 2018 / Published: 24 April 2018
(This article belongs to the Special Issue Interlocked Molecules, Molecular Machines, Motors and Muscles)
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Abstract

Molecular tweezers are artificial receptors that have an open cavity generated by two recognition units pre-organized by a spacer. Switchable molecular tweezers, using a stimuli-responsive spacer, are particularly appealing as prototypes of the molecular machines that combine mechanical motion and allosteric recognition properties. In this present study, the synthesis of switchable molecular tweezers composed of a central terpyridine unit substituted in 4,4″ positions by two Pt(II)-salphen complexes is reported. The terpyridine ligand can be reversibly converted upon Zn(II) coordination from a free ‘U’-shaped closed form to a coordinated ‘W’ open form. This new substitution pattern enables a reverse control of the mechanical motion compared to the previously reported 6,6″ substituted terpyridine-based tweezers. Guest binding studies with aromatic guests showed an intercalation of coronene in the cavity created by the Pt-salphen moieties in the closed conformation. The formation of 1:1 host-guest complex was investigated by a combination of NMR studies and DFT calculations. View Full-Text
Keywords: molecular tweezers; guest binding; terpyridine; platinum; salphen molecular tweezers; guest binding; terpyridine; platinum; salphen
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Benda, L.; Doistau, B.; Hasenknopf, B.; Vives, G. Synthesis and Guest Recognition of Switchable Pt-Salphen Based Molecular Tweezers. Molecules 2018, 23, 990.

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