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This paper describes the synthesis, electrochemistry, and electronic
properties of 5,5′-di(2-thienyl)-2,2′-bithiazole, 5,5′-di(2-thienyl)-4,4′-dimethyl-2,2′-bithiazole,
their complexes with Ru(bpy)22+ and Os(bpy)22+,
and electrochemically prepared polymer films of these free and complexed ligands.
The uncomplexed ligands and their polymers have electrochemical and electronic
properties that are similar to the corresponding thiophene homo-oligomers
and polymers, with the substituents exhibiting predictable effects. The metal
complexes exhibit reversible M(III/II)
electrochemistry and ligand based reductions, and can be electrochemically
polymerized under suitably anhydrous conditions. BF3–Et2O
was found to facilitate polymerization, either as the electrochemical solvent
or when added to a CH3CN based solution. The resulting metallopolymers
exhibit reversible M(III/II) electrochemistry
with no indication of electronic coupling between metal sites. Oxidation of
the polymer backbone results in a rapid loss of conjugation, but does not
significantly affect the metal and bipyridine based electrochemistry, nor
the reductive electrochemistry of the backbone. It is concluded that polymer
oxidation is localized on the bithiophene linkages, while its reduction is
localized on the bithiazole segments. The evident localization of the backbone π-orbitals
is presumed to be responsible for the lack of significant electronic coupling
of metal centres through the polymer backbone.
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Journal of Materials Chemistry
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