Amino acid-bearing ROMP polymers with a stereoregular backbone.
The ruthenium-catalyzed ring-opening polymerization (ROMP) of 1-cyclobutenecarbonyl glycine methyl ester provides translationally invariant, head-to-tail ordered polymers. This polybutadiene backbone contains (within the limits of detection) only E-trisubstituted olefins, and it has no stereocenters that would serve as a source of structural ambiguities. Characterization of the polymer products indicates that they have polydispersities ranging from 1.2 to 1.6 and suggests that they are the products of a "living" polymerization. 1-Cyclobutenecarboxamide-derived ROMP polymers are excellent prospects for applications that require stereoregular chains functionalized with polar ligands.
Lee
Jae Chul
JC
Department of Chemistry, Stony Brook University, Stony Brook, New York 11794-3400, USA.
Parker
Kathlyn A
KA
Sampson
Nicole S
NS
D000596:Amino Acids / Q000737:chemistry*; D002384:Catalysis; D003503:Cyclobutanes / Q000737:chemistry*; D003516:Cycloparaffins / Q000737:chemistry; D011108:Polymers / Q000737:chemistry*; D012428:Ruthenium; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013237:Stereoisomerism
D000596:Amino Acids; D003503:Cyclobutanes; D003516:Cycloparaffins; D011108:Polymers; D012428:Ruthenium