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Redox Properties of Conjugated Phosphole Derivatives – Electrochemical Study
 Koláčná, Lucie ; Polák, P. ; Tobrman, T. ; Ludvík, Jiří
The study describes pentasubstituted phospholes with a π-conjugated arms in positions 2 and 5 of the phosphole ring. According to the expectations, substituents with electron-donating groups led to lower oxidation potentials, the presence of electron-withdrawing groups shifts the reduction potential to less negative values. Because all studied phospholes have multiple substituents of both types, their resulting potentials represent the sum of their influences. Moreover, since many of the studied compounds have two redox centers (phosphole moiety itself and the pi-conjugated arm), their locations were determined and intramolecular interactions were followed, because substituents which can be conjugated with the π-system of phosphole are able to extend the delocalized π-system resulting in stabilization of primary redox intermediates. Chemical modification of phospholes using various combinations of substituents can set the desired electrochemical properties of studied molecules.
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