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Prediction of cathodic E1/2 1 and E1/2 2 values for viologen-containing conjugated unimers and dimers from calculated pKb values of the aromatic substituents

Chen, L., Hartl, F. ORCID: https://orcid.org/0000-0002-7013-5360, Colquhoun, H. M. and Greenland, B. W. (2017) Prediction of cathodic E1/2 1 and E1/2 2 values for viologen-containing conjugated unimers and dimers from calculated pKb values of the aromatic substituents. Tetrahedron Letters, 58 (19). pp. 1859-1862. ISSN 0040-4039

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To link to this item DOI: 10.1016/j.tetlet.2017.03.089

Abstract/Summary

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

Item Type:Article
Refereed:Yes
Divisions:Life Sciences > School of Chemistry, Food and Pharmacy > Department of Chemistry
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > NMR (CAF)
Interdisciplinary centres and themes > Chemical Analysis Facility (CAF) > Optical Spectroscopy (CAF)
ID Code:71467
Publisher:Elsevier

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