Continuing our efforts in solving absolute stereochemistry of organic molecules through host-guest complexation without derivatization, we have successfully applied the ZnMAPOL system to chiral oxazolidinones. This was achieved through a host-guest interaction in which the achiral host system, ZnMAPOL, has a preferred helicity induced by the noncovalent binding of a guest molecule. The helicity is controlled by steric interactions between the guest and the porphyrin rings present in the host system. The exciton coupled circular dichroism resulting from the interaction of the host’s chromophores results in the absolute stereochemical determination of the induced helicity and by extension, the bound chiral molecule. This poster will highlight the continuing efforts in the development and application of a predictive pneumonic for 5-membered oxazolidinones.

Derivatization free absolute stereochemical determination of oxazolidinones using exciton coupled circular dichroism

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