Synthesis, electrochemistry, and interactions with β-cyclodextrin of dendrimers containing a single ferrocene subunit located 'off-center'

Claudia M. Cardona, Tracy Donovan McCarley, Angel E. Kaifer

Research output: Contribution to journalArticle

106 Scopus citations

Abstract

Two series of dendrimers containing a single ferrocene unit located in the focal point of these macromolecules have been synthesized and characterized. The first series of dendrimers has considerable lipophilic character, with tert-butyl ester groups located in their peripheral regions. In contrast, the second series of dendrimers was obtained by the hydrolysis of these peripheral ester groups, yielding water-soluble dendrimers with carboxylic acid groups in their surfaces. The electrochemical properties of these macromolecules were strongly affected by the dendritic groups attached to the ferrocene subunits. Host-guest interactions between the water-soluble dendrimers and the well-known receptor β-cyclodextrin were also investigated. The dendritic groups were found to hamper markedly the formation of inclusion complexes between the cyclodextrin receptor and the dendrimer's ferrocene unit.

Original languageEnglish (US)
Pages (from-to)1857-1864
Number of pages8
JournalJournal of Organic Chemistry
Volume65
Issue number6
DOIs
StatePublished - Mar 24 2000

ASJC Scopus subject areas

  • Organic Chemistry

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