Synthesis 2002(9): 1256-1260
DOI: 10.1055/s-2002-32536
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Characterization of Annulene-Fused Pseudorotaxanes

Joshua J. Paka,, Timothy J. R. Weakleya, Michael M. Haley*a, Danny Y. K. Laub, J. Fraser Stoddartba Department of Chemistry, University of Oregon, Eugene, OR 97403-1253 USA
Fax: +1(541)3460487; e-Mail: haley@oregon.uoregon.edu;
b Department of Chemistry, University of California - Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095 USA
Fax: +1(310)2061843; e-Mail: stoddart@chem.ucla.edu;
Further Information

Publication History

Received 1 April 2002
Publication Date:
28 June 2002 (online)

Abstract

A 24-crown-8 ether-fused dehydrobenzo[18]annulene has been prepared via a stepwise Pd/Cu-mediated strategy. This annulene-crown ether hybrid forms a pseudorotaxane complex in CD2Cl2 with dibenzylammonium hexafluorophosphate when they are combined in a 1:1 ratio, as indicated by 1H NMR spectroscopy and mass spectrometry.