H. Zimmer et al., SYNTHESIS, UV-SPECTRA, AND SOME ELECTROCHEMICAL PROPERTIES OF NOVEL 3,3'-BRIDGED-2,2'-BITHIENYLS, Phosphorus, sulfur and silicon and the related elements, 123, 1997, pp. 45-56
A convenient synthesis of a number of 3,3'-bridged-bis-2,2'-thienyls a
s potential building blocks for novel conducting polymers is reported.
The UV-spectra and oxidation potentials of these novel compounds are
given. Although the UV-spectra correlated to the degree of coplanarity
of these species, the oxidation potentials did not correlate, and no
tendency to polymerize was observed for the N-bridged thienyls, 1a-1d,
2a-2c. This behavior is in contrast to results found for other 2,2'-b
ithienyls. These findings are explained by nitrogen and sulfur adsorpt
ion orientation of the N-bridged biethienyl molecules on the electrode
surface prior to electron transfer.