Organic polymers from condensations of cyclopentadienyl and indenyl dinucleophiles with carbon dielectrophiles

Condensations of carbon dinucleophiles with carbon dielectrophiles produce a new class of condensation oligomers. Model condensations of sodium cyclopentadienide (CpNa) in the presence of NEt 3 with 2 equiv of benzoyl chloride and phthalic anhydride yield 1,2-substituted fulvene enols cleanly and in excellent yields. Condensations of CpNa with dianhydrides (PMDA, BTDA) and diacid chlorides in the presence of NEt 3 afford oligomeric and polymeric materials that are soluble in organic solvents. Some polymers cast high-quality films from solution. Heat treatment of the condensation polymers causes thermosetting