Issue 3, 2001

Solvent effects on the redox properties of ferrocenoyl-dipeptides

Abstract

The preparation and characterization of the novel ferrocenoyl-dipeptides, Fc-Asp(OBzl)-Asp(OBzl)-OBzl (5), Fc-Asp(OBzl)-Glu(OEt)-OEt (6) and Fc-Asp(OBzl)-Cys(Bzl)-OMe (7) are reported. In addition, Fc-Asp(OBzl)-OBzl (4) and its free acid, Fc-Asp(OH)-OH (8), were prepared. A crystal structure determination of 8 revealed an extensive H-bonding network involving a solvent molecule and adjacent molecules of 8 and suggests that these complexes are able to form strong hydrogen bonds with solvent molecules. All compounds show reversible one-electron oxidations in solution. The half-wave potential is strongly influenced by the nature of the solvent and correlates with the hydrogen donor ability α of the Kamlet–Taft formalism.

Supplementary files

Article information

Article type
Paper
Submitted
23 Jun 2000
Accepted
08 Dec 2000
First published
14 Feb 2001

New J. Chem., 2001,25, 427-433

Solvent effects on the redox properties of ferrocenoyl-dipeptides

M. V. Baker, H. Kraatz and J. Wilson Quail, New J. Chem., 2001, 25, 427 DOI: 10.1039/B005125J

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