Kinetically controlled self-assembly of pseudorotaxanes on crystallization

Brian H. Northrop, Saeed J. Khan, J. Fraser Stoddart*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

24 Scopus citations

Abstract

Mixing of equimolar amounts of cyclobis(paraquat-p-phenylene) (CBPQT 4+) with a bis-4-methylphenyl ether (MPE twice) of a 1,5-dioxynaphthalene (DNP) derivative in MeCN/CH2Cl2 (3:1) results in the formation of a [2]pseudorotaxane which, on crystallization, yields a [4]pseudorotaxane in the solid state that is stabilized by multiple [C-H⋯F] interactions: a mixture of the same components in a 1:3 ratio affords a crystalline [2]pseudorotaxane after vapor diffusion of methyl-fert-butyl ether into a solution of these components in MeCN/CH 2Cl2 (3:1).

Original languageEnglish (US)
Pages (from-to)2159-2162
Number of pages4
JournalOrganic Letters
Volume8
Issue number10
DOIs
StatePublished - May 11 2006

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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