Electrochemistry of the inclusion complexes formed between the cucurbit [7]uril host and several cationic and neutral ferrocene derivatives

Lu Cui, Suresh Gadde, Wei Li, Angel E. Kaifer

Research output: Contribution to journalArticle

41 Scopus citations

Abstract

We have investigated the formation of inclusion complexes between the host cucurbit[7]uril (CB7) and three cationic and four neutral ferrocene-containing guests: (ferrocenylmethyl)trimethylammonium (2+), butyl(ferrocenylmethyl)dimethylammonium (3-), (ferrocenylmethyl) heptyldimethylammonium (4-), hydroxymethylferrocene (5), (((methoxy)-ethoxy)ethoxy)methylferrocene (6), l,l′-di(hydroxymethyl) ferrocene (7), and l,l′-di((((methoxy)ethoxy)ethoxy) methyl)ferrocene (8). The formation of highly stable inclusion complexes (K > 107 M-1) was verified in all cases using NMR spectroscopic techniques. From cyclic voltammetric experiments, we observed that CB7 complexation of the cationic guests (2--4+) leads to significant anodic shifts on the ferrocene oxidation half-wave potentials, while the measured potential shifts were smaller in the case of the neutral guests (5-8). Encapsulation of all guests resulted in a substantial decrease of the standard rate constant for heterogeneous electron transfer. However, inclusion complexation of the neutral guests led to quasi-reversible voltammetric behavior, in which the anodic peak potential is more sensitive to scan rate than the corresponding cathodic peak potential, suggesting a minor degree of strutural rearrangement in the neutral inclusion complex after oxidation.

Original languageEnglish (US)
Pages (from-to)13763-13769
Number of pages7
JournalLangmuir
Volume25
Issue number24
DOIs
StatePublished - Dec 15 2009

ASJC Scopus subject areas

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

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