Chemistry

[ASAP] π–π Interaction Promoting Kinetic Resolution Copolymerization of rac-Epoxides and Isocyanates

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This study reports the development of a catalytic system in which pi-pi interactions between aromatic components promote the kinetic resolution copolymerization of racemic epoxides with isocyanates. The researchers demonstrate that these non-covalent interactions influence catalyst selectivity, enabling the preferential incorporation of one enantiomer of the epoxide over the other during polymerization. The resulting copolymers exhibit controlled stereochemistry, which directly affects their physical and thermal properties.


Stereoselective polymerization methods are essential for producing materials with predictable and tunable properties, and this approach offers a new strategy for synthesizing enantiopure or stereo-enriched polymers from readily available racemic starting materials. Such advances could benefit the production of biodegradable or specialty polymers for pharmaceutical, packaging, and materials science applications.


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Journal of the American Chemical Society
DOI: 10.1021/jacs.6c05391

Source: [ASAP] π–π Interaction Promoting Kinetic Resolution Copolymerization of rac-Epoxides and Isocyanates