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Duty, Ryan; Hobbs, Christopher E. (, Polymers)null (Ed.)This communication describes our recent efforts to utilize Wittig olefination reactions for the post-polymerization modification of polynorbornene derivatives prepared through ring opening metathesis polymerization (ROMP). Polymerizing α-bromo ester-containing norbornenes provides polymers that can undergo facile substitution with triphenylphosphine. The resulting polymeric phosphonium salt is then deprotonated to form an ylide that undergoes reaction with various aryl aldehydes in a one-pot fashion to yield the respective cinnamates. These materials can undergo further modification through photo-induced [2 + 2] cycloaddition cross-linking reactions.more » « less
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Subnaik, Selesha; Sheridan, Katya; Hobbs, Christopher E. (, Macromolecular Chemistry and Physics)Abstract A nitroso Diels–Alder (NDA) reaction between cyclopentadiene and an in situ generated nitroso compound leads to a new heterocyclic monomer for ring opening metathesis polymerization (ROMP) reactions. This monomer could be polymerized in the presence of Grubbs‐third generation initiator with good control overMnand decentÐvalues. The resulting isoxazolidine‐containing material could undergo further hydrogenation, deprotection, and modification with Dansyl chloride as well as ring opening to provide an amino‐and hydroxyl‐decorated “polyolefin.”more » « less