[reaction: see text] A new copper-complexed rotaxane is described. It consists of a two-coordination site ring threaded by a sterically non-hindering 2,2'-bipyridine derivative. An electrochemical signal (oxidation or reduction of the copper center, Cu(I) or Cu(II)) induces rearrangement of the system. By using long and flexible linkers between the stoppers and the central complex, ligand exchange is fast, which leads to short response times (on the millisecond time scale and even below).
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http://dx.doi.org/10.1021/ol052051c | DOI Listing |
Dalton Trans
November 2010
Laboratoire de Chimie Organo-Minérale, Institut de Chimie, LC3 UMR 7177 du CNRS, Université de Strasbourg, 4 rue Blaise Pascal, 67070, Strasbourg Cedex, France.
In this review, we try to summarise the work performed in our laboratories in the course of the last 15 years, in the field of catenane- and rotaxane-based molecular machines containing copper(I), copper(II) or zinc(II) atoms. We put our work into perspective, showing how the properties of the compounds made have been gradually improved, mostly in terms of motion rate. In parallel, the function of the molecular machines elaborated have been made more and more complex.
View Article and Find Full Text PDFChemistry
May 2009
Institut Le Bel, Université Louis Pasteur, 4 Rue Blaise Pascal, 67070 Strasbourg, France.
Fast-track changes: The synthesis of a new copper-based molecular shuttle is described, with a coordinating macrocycle based on a nonhindering but endocyclic ligand (see scheme), which makes the ligand exchange easier, and thus the motions of the ring along the thread faster.The present report deals with the synthesis of a two-station [2]rotaxane consisting of a dpbiiq-incorporating macrocycle (dpbiiq: 8,8'-diphenyl-3,3'-biisoquinoline) threaded by a coordinating fragment whose complexing units are a dpp and a terpy ligand (dpp: 2,9-diphenyl-1,10-phenanthroline; terpy: 2,2',6',2"-terpyridine). The [2]rotaxane was prepared in 11 steps from commercially available or easy-to-make molecules, without taking into account the preparation of the dpbiiq-containing 39-membered ring, which was available in our group.
View Article and Find Full Text PDFOrg Lett
December 2005
Laboratoire de Chimie Organo-Minérale, Université Louis Pasteur/U.M.R. du CNRS 7513, Institut Le Bel, 4, rue Blaise Pascal, 67070 Strasbourg-Cedex, France.
[reaction: see text] A new copper-complexed rotaxane is described. It consists of a two-coordination site ring threaded by a sterically non-hindering 2,2'-bipyridine derivative. An electrochemical signal (oxidation or reduction of the copper center, Cu(I) or Cu(II)) induces rearrangement of the system.
View Article and Find Full Text PDFChem Commun (Camb)
March 2005
Laboratoire de Chimie Organo-Minerale, UMR 7513 du CNRS, Institut Le Bel, Universite Louis Pasteur, 4 rue Blaise Pascal, 67000, Strasbourg Cedex, France.
Transition metal-containing catenanes and rotaxanes are ideally suited to build molecular machines and motors; in the present review article, three examples from our group are discussed which consist of (i) a fast-moving electrochemically-driven pirouetting machine, (ii) a linear rotaxane dimer whose behaviour is reminiscent of muscles, in the sense that it can be stretched or contracted and (iii) a light-driven machine consisting of a catenane constructed around a ruthenium(II) centre.
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