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Australian Journal of Chemistry Australian Journal of Chemistry Society
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Copper-Complexed Pirouetting [2]pseudorotaxanes with Sulfur-Containing End-Groups Attached to the Thread: Synthesis, Electrochemical Studies, and Deposition on Gold Electrodes

Jean-Paul Collin A , Pierre Mobian A , Jean-Pierre Sauvage A C , Angélique Sour A , Yi-Ming Yan B and Itamar Willner B
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A Laboratoire de Chimie Ogano-Minérale, LC3 UMR 7177 du CNRS, Université de Strasbourg, Institut de Chimie, 4 rue Blaise Pascal, 67070 Strasbourg Cedex, France.

B Institute of Chemistry, The Hebrew University of Jerusalem, 91904, Jerusalem, Israel.

C Corresponding author. Email: sauvage@chimie.u-strasbg.fr

Australian Journal of Chemistry 62(10) 1231-1237 https://doi.org/10.1071/CH09334
Submitted: 15 June 2009  Accepted: 11 August 2009   Published: 13 October 2009

Abstract

Two copper [2]pseudorotaxanes incorporating a macrocycle with two chelating sites (2,9-diphenyl-1,10-phenanthroline and 2,2′,6′,2″-terpyridine) and a thread based on crescent-shaped 2,2′-bipyridine derivatives have been synthesized and characterized. One of the threads was a hindering 2,2′-bipyridine functionalized by two thioctic-ended arms. The second thread was an 8,8′-diphenyl-3,3′-biisoquinoline functionalized by two thioether-ended arms. The electrochemical studies of the two copper [2]pseudorotaxanes, both in solution and anchored on a gold surface, showed only fast-moving systems in solution. The reasons of the inertness of the deposited complexes on gold electrode have been explored.


Acknowledgement

We thank the CNRS and the EC STREP FET-open MOLDYNLOGIC for financial support.


References


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