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

Claudia M. Cardona, Tracy Donovan McCarley, Angel Kaifer

Research output: Contribution to journalArticle

105 Citations (Scopus)

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

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Dendrimers
Cyclodextrins
Electrochemistry
Macromolecules
Esters
Water
Carboxylic Acids
Electrochemical properties
ferrocene
Hydrolysis

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Synthesis, electrochemistry, and interactions with β-cyclodextrin of dendrimers containing a single ferrocene subunit located 'off-center'. / Cardona, Claudia M.; McCarley, Tracy Donovan; Kaifer, Angel.

In: Journal of Organic Chemistry, Vol. 65, No. 6, 24.03.2000, p. 1857-1864.

Research output: Contribution to journalArticle

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