L. Hevesi et al., SYNTHESIS AND PARTIAL CHARACTERIZATION OF A NEW LOW GAP POLYMER - POLY-2(5)-PROPENYLIDENEPYRROLE, Synthetic metals, 59(2), 1993, pp. 201-210
As a result of previous studies on the reactivity of I-selenoallyl cat
ionic species with pyrroles, a synthetic scheme, based on the dramatic
solvent effects on the regiochemistry of these reactions, has been de
vised for the preparation of the polymeric material 6 composed of alte
rnating propenyl and pyrrole units. It is argued that oxidation of 6 u
sing Ph3CSbCl6 or DDQ produces the title compound 8 where every other
alternating pyrrole ring should have a quinoid structure. In agreement
with theoretical predictions of bandgap lowering by these quinoid str
ucture units, preliminary measurements on the undoped and iodine-doped
8 gave conductivity values of sigma=1.1 x 10(-6) and sigma=(2.4-5.4)
X 10(6) OMEGA-1 cm-1, respectively.