with Prof. Kathlyn Parker, we introduced the use of 1-substituted
cyclobutenes for ruthenium-catalyzed ring opening metathesis
polymerization (ROMP). The ROMP of 1-cyclobutenecarbonyl
glycine methyl ester provides stereo and regioregular, head-to-tail,
polymers with E-trisubstituted
olefins with no stereocenters that could serve as a source
of structural ambiguities. Characterization of the polymer
products indicates that they have polydispersities ranging
from 1.2 – 1.6 and that they are the products of a “living” polymerization.
1-Cyclobutene carboxamide-derived ROMP polymers are excellent
prospects for applications that require stereoregular
chains to present ligands.
We recently described
the highly alternating polymerization of cyclobutene 1-carboxylic
esters with cyclohexene derivatives with Grubbs III catalyst.
The success of this reaction derives from the combination
of two monomers neither of which forms a homopolymer under
ROMP reaction conditions. We have demonstrated the utility
of this method to prepare antimicrobial polymers.
of AROMP with Hoveyda-Grubbs II catalyst, provided entirely
cyclic alternating polymer. Conditions for the CAROMP were
used to prepare polymer in which one of the repeat units
bore a primary alkyl chloride that was used for further elaboration.
We are working to further
develop new monomers for ring-opening metathesis polymerization
(ROMP) chemistry to provide polymers with precisely alternating
functional groups. These polymers are being used in applications
ranging from antibacterials to OLEDs.