Redox potential selection in a new class of dendrimers containing multiple ferrocene centers

Julio Alvarez, Tong Ren, Angel E. Kaifer

Research output: Contribution to journalArticle

67 Scopus citations

Abstract

The preparation and electrochemical properties of four new dendrimers, compounds 1, 2, 3, and 4, containing eight, seven, four, and four ferrocene residues, respectively, are described. These small dendrimers were prepared with the building block bis(ferrocenylmethyl)-alkylamine, which contains the tether -CH2-N(R)-CH2- linking two ferrocene units. The resulting dendrimers are multiferrocene compounds in which the peripheral ferrocene residues are paired. Partial protonation or N-methylation of the connecting nitrogen atoms allows the selection of the ferrocene oxidation potentials between two different values (∼0.4 and ∼0.6 V vs Ag/AgCl). The observed voltammetric pattern for ferrocene oxidation can be reversibly switched among several states depending on the number of protonated centers within each dendritic structure. Crystallographic and electrochemical data confirm that the electronic communication between two equivalent ferrocene centers is lessened after protonation or N-methylation of the connecting nitrogens.

Original languageEnglish (US)
Pages (from-to)3543-3549
Number of pages7
JournalOrganometallics
Volume20
Issue number16
DOIs
StatePublished - Aug 6 2001

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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