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Pure Appl. Chem., 2008, Vol. 80, No. 3, pp. 485-506

doi:10.1351/pac200880030485

Template-directed synthesis of donor/acceptor [2]catenanes and [2]rotaxanes*

Kirsten E. Griffiths and J. Fraser Stoddart

California NanoSystems Institute and Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095, USA


Abstract: The synthesis of mechanically interlocked molecular compounds has advanced by leaps and bounds since the early days of statistical methods and covalent-directing strategies. Template-directed synthesis has emerged as the method of choice for the construction of increasingly complex and functional [2]catenanes and [2]rotaxanes. In particular, mechanically interlocked molecules employing π-donating and π-accepting recognition units have been produced with remarkable efficiencies and show great promise in technologies as diverse as molecular electronics and drug delivery.

Keywords: [2]catenanes; [2]rotaxanes; donor/acceptor recognition; interlocked molecules; mechanical bonds; molecular electronics; molecular machines; molecular motors; pseudorotaxanes; template-directed synthesis.

*Paper based on a presentation at the 12th International Symposium on Novel Aromatic Compounds (ISNA-12), 22-27 July 2007, Awaji Island, Japan. Other presentations are published in this issue, pp. 411-667.