Oligo(p-quinone methide)s bridged with thiophene rings. Novel oligomeric, quinonoid π-systems with high electron affinity

Article abstract of DOI:10.1016/S0040-4039(97)10323-9

Novel cross-conjugated oligomers composed of p-quinone methides and thiophenes, synthesized up to tetramer, possess substantially high electron affinity (CV). Alkali metal reduction of the dimer yields a stereoisomeric mixture of stable dianions, and protonation with trifluoroacetic acid generates the corresponding monocation and dication depending on acid strength.