Manipulation of a single Diels-Alder adduct employing a Ritter-type reaction affords a variety of diamido norbornene monomers. These monomers serve as excellent substrates for ring opening metathesis polymerization to afford functionalized polymers. Subsequent reduction of the amide monomers readily affords the corresponding diaminomethyl norbornenes. The functionalities reported were selected to afford maximum coordination ability, thereby facilitating the incorporation of metallic species and allowing for control of solubility by varying the N-alkyl pendant groups.