Cyclobis(paraquat‐p‐phenylene). A Tetracationic Multipurpose Receptor

Barbara Odell, Mark V. Reddington, Alexandra M Z Slawin, Neil Spencer, J. Fraser Stoddart*, David J. Williams

*Corresponding author for this work

Research output: Contribution to journalArticle

425 Scopus citations

Abstract

The salt 1ṁ4PF6·3CH3CN is a new type of host molecule, which shows similarities to zeolites but is constructed from organic and inorganic ions. The macrocyclic tetracation 1 can be prepared in two steps from bipyridine and 1,4‐bis(bromomethyl)benzene. Calculations and X‐ray crystallography showed the tetracation to have a box‐like structure in which the p‐phenylene and paraquat units are slightly bent. The PF 6⊖‐salt of 1 is soluble in organic solvents, the Cl salt in water. 1·4PF6 in acetonitrile forms weak inclusion complexes with dimethoxybenzenes, which are stabilized by charge‐transfer interactions. Structural studies of the inclusion complexes show that the electron‐rich guest molecules are located in the cavities (2); because of the stapling of the alternating tetraction and anion/neutral molecule layers these cavities take the form of channels. (Figure Presented.)

Original languageEnglish (US)
Pages (from-to)1547-1550
Number of pages4
JournalAngewandte Chemie International Edition in English
Volume27
Issue number11
DOIs
StatePublished - Jan 1 1988

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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