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From the same journal

ANION RECOGNITION BY REDOX-RESPONSIVE DITOPIC BIS-COBALTOCENIUM RECEPTOR MOLECULES INCLUDING A NOVEL CALIX[4]ARENE DERIVATIVE THAT BINDS A DICARBOXYLATE DIANION

Research output: Contribution to journalArticle

Author(s)

  • P D BEER
  • D HESEK
  • J E KINGSTON
  • D K SMITH
  • S E STOKES
  • M G B DREW

Department/unit(s)

Publication details

JournalOrganometallics
DatePublished - Jul 1995
Issue number7
Volume14
Number of pages8
Pages (from-to)3288-3295
Original languageEnglish

Abstract

A series of novel ditopic bis-cobaltocenium receptor molecules containing alkyl, aryl, and calix[4]arene spacers have been synthesized via the reaction of the new synthon 1-(ethylcarboxy)-1'-(chlorocarbonyl)cobaltocenium chloride (3) or 1-(chloro carbonyl)cobaltocenium chloride (9) with the appropriate diamine. Proton NMR halide anion coordination studies reveal that the ethyl- (4), propyl- (5), and butyl-linked (6) derivatives form 1:1 stoichiometric complexes in acetonitrile solutions. Stability constant determinations suggest that the ethyl derivative 4 exhibits selectivity for the chloride anion in preference to bromide or iodide. Receptors containing larger aryl (7,8,10) and alkylamino (11) spacers form complexes of2:1 halide anion:receptor stoichiometry. An X-ray crystal structure of the bis-cobaltocenium calix[4]arene derivative 15 is described. This receptor forms extremely stable 1:1 anion complexes with chloride, bromide, and H2PO4- in dimethylsulfoxide solutions and with the dicarboxylate dianion adipate in acetone. Ah the bis-cobaltocenium systems were found to display electrochemical recognition of varied anion guests, as shown by cyclic voltammetric experiments. Receptor 15 was also found to redox-respond to the presence of adipate.

    Research areas

  • POLYAMMONIUM MACROCYCLES, SELECTIVITY, CHLORIDE, SITES

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