Abstract
exo,exo-7-Oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid was polymerized by aqueous ring-opening metathesis polymerization using the trichlorides of ruthenium and osmium as precursors to the initiating and chain propagating species to yield poly(2,5-[3,4-bis(carboxylic acid)furanylene]vinylene)s. Ruthenium-derived initiators gave polymers with 60% of cis-vinylenes whereas polymerization initiated by osmium compounds was irreproducible, giving products with either 65 or 95% cis-vinylenes. The inclusion of acrylic acid or maleic acid in the reaction mixture caused a marked reduction in the time to precipitation of polymer and the ultimate yield. cis-But-2-ene-1,4-diol was found to affect the time to precipitation of polymer in a similar manner without a reduction in yield and allowed control of the polymer molecular weight over the range M n = 10 5 to 7 × 10 2 with respect to poly(ethylene oxide) standards.
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