Combining proton and electron transfer to modulate the stability of cucurbit[7]uril complexes

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Abstract

(Ferrocenylmethyl)methylammonium (1H+) is an excellent cationic guest for inclusion complexation by the cucurbit[7]uril host. However, deprotonation of the guest leads to a decrease of 14.8 kJ mol-1 in the overall stability of its inclusion complex, and one-electron oxidation of the guest's ferrocene residue further diminishes the complex stability by another 12.3 kJ mol-1. Overall, guest deprotonation followed by its oxidation constitutes an accessible method to lower the equilibrium association constant for the CB7·1H+ complex by more than 4 orders of magnitude.

Original languageEnglish (US)
Pages (from-to)15075-15079
Number of pages5
JournalLangmuir
Volume28
Issue number42
DOIs
StatePublished - Oct 23 2012

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ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

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