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Oxidative Coupling of Small Oligothiophenes and Oligopyrroles in Water in the Presence of Cyclodextrin. Pulse Radiolysis Investigations

Published

Author(s)

L Guyard, P Hapiot, M Jouini, J -. Lacroix, C Lagrost, Pedatsur Neta

Abstract

The oxidation of small oligothiophenes and oligopyrroles (bipyrroles) has been investigated by pulse radiolysis in aqueous solutions containing hydroxypropyl-Β-cyclodextrin. Oxidation by the N3 , Cl2.-, or Br2 - radicals produces the corresponding radical cations, which are identical to those observed in organic solvent. Detailed kinetic studies with methylbipyrrole show that the homogeneous oxication occurs after dissociation of the complex but also with the complex itself, contrarily to what is commonly described for electrochemical reduction or oxidation. The produced cation radical is not associated with the cylodextrin and is rapidly expelled from the host after its formation. On the contrary, if the cation radical is deprotonated to form the neutral radical, the neutral radical is associated with the cyclodextrin. Dissociation kinetics rate constants were found to be fast for both cation radical and neutral radical.
Citation
Journal of Physical Chemistry A
Volume
103
Issue
No. 20

Keywords

oligopyrrole, oligothiophene, oxidation, pulse radiolysis, pyrrole, thiophene

Citation

Guyard, L. , Hapiot, P. , Jouini, M. , Lacroix, J. , Lagrost, C. and Neta, P. (1999), Oxidative Coupling of Small Oligothiophenes and Oligopyrroles in Water in the Presence of Cyclodextrin. Pulse Radiolysis Investigations, Journal of Physical Chemistry A (Accessed April 15, 2024)
Created October 31, 1999, Updated October 12, 2021