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Prediction of cathodic E1/21 and E1/22 values for viologen-containing conjugated unimers and dimers from calculated pKb values of the aromatic substituents
Authors:Long Chen  František Hartl  Howard M. Colquhoun  Barnaby W. Greenland
Affiliation:1. Department of Chemistry, University of Reading, Whiteknights, Reading RG6 6AD, UK;2. Reading School of Pharmacy, University of Reading, Whiteknights, Reading RG6 6AH, UK
Abstract:A library of 18 conjugated, rod-like compounds with either one or two viologen residues were synthesized and characterized electrochemically. Containing up to 8 aromatic/heterocyclic rings in conjugation, the members of the library differ in the substitution pattern of electron-withdrawing or -donating groups on the aromatic substituents of the viologen units. The first and second half-wave potentials of each member were found to be linearly correlated with the calculated pKb values of the aromatic end-groups. This relationship will enable the half-wave potentials of related, novel, substituted viologen species to be predicted using a simple, empirical formula.
Keywords:Viologen  Synthesis  Electrochemistry  Conjugated systems  Supramolecular  Reduction potential
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