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Phenanthroline- and Terpyridine-Substituted Tetralactam Macrocycles: A Facile Route to Rigid Di- and Trivalent Receptors and Interlocked Molecules

  1. Egor V. Dzyuba1,
  2. Bilge Baytekin1,2,
  3. Dominik Sattler1,
  4. Christoph A. Schalley1

Article first published online: 28 DEC 2011

DOI: 10.1002/ejoc.201101231

Issue

European Journal of Organic Chemistry

European Journal of Organic Chemistry

Volume 2012, Issue 6, pages 1171–1178, February 2012

Additional Information

How to Cite

Dzyuba, E. V., Baytekin, B., Sattler, D. and Schalley, C. A. (2012), Phenanthroline- and Terpyridine-Substituted Tetralactam Macrocycles: A Facile Route to Rigid Di- and Trivalent Receptors and Interlocked Molecules. Eur. J. Org. Chem., 2012: 1171–1178. doi: 10.1002/ejoc.201101231

Author Information

  1. 1

    Institut für Chemie und Biochemie der Freien Universität Berlin, Takustraße 3, 14195 Berlin, Germany, Fax: +49-30-838-55817

  2. 2

    Present address: Non-equilibrium Energy Research Center, Northwestern University 2145 Sheridan Road, Evanston, IL 60208, USA

Publication History

  1. Issue published online: 13 FEB 2012
  2. Article first published online: 28 DEC 2011
  3. Manuscript Received: 23 AUG 2011

Funded by

  • Deutsche Forschungsgemeinschaft (DFG). Grant Number: SFB 765
  • Fonds der Chemischen Industrie
  • Studienstiftung des Deutschen Volkes

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Keywords:

  • Supramolecular chemistry;
  • Rotaxanes;
  • Macrocycles;
  • Molecular devices

Abstract

Bromo-substituted Hunter/Vögtle-type tetralactam macrocycles (TLMs) represent key intermediates for the attachment of terpyridyl and phenanthroline metal binding sites through cross-coupling reactions. From these monovalent precursors, metal complexes can easily be obtained that present the macrocycles in a multivalent fashion. Depending on the nature of the metal ion, the properties of the complexes can be tuned with respect to valency (e.g., phen-TLM + CuI: divalent, phen-TLM + FeII: trivalent) and lability against TLM ligand exchange (e.g., CuI: slow, but reversible exchange, RuIICl2: kinetically inert).

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