Helical chirality in donor-acceptor catenanes

Scott A. Vignon*, Jason Wong, Hsian Rong Tseng, J. Fraser Stoddart

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

A [2]catenane in which the macrocyclic polyether, bisparaphenylene[34] crown-10, is interlocked with the tetracationic cyclophane, cyclobis-(paraquat- p-phenylene), is shown by dynamic 1H NMR spectroscopy, using (i) neutral and (ii) anionic chiral shift reagents (CSRs), to exist at low temperatures (197 K) in acetone-d6 solutions as 1:1 and 2:1 mixtures of diastereoisomeric complexes and salts, respectively, as a consequence of the helical chirality associated with the [2]catenane interacting with the CSRs.

Original languageEnglish (US)
Pages (from-to)1095-1098
Number of pages4
JournalOrganic Letters
Volume6
Issue number7
DOIs
StatePublished - Apr 1 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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