A common problem in organic chemistry is the resolution of enantiomers. Our approach involves the formation of diastereomeric imines of racemic aldehydes and ketones with a chiral amine. The resulting diastereomers may be separated by normal means, and the resolved imine hydrolyzed to produce the enantiomerically pure carbonyl compound (while also regenerating the chiral amine for future resolutions). Toward that goal, a chiral amine derived from the condensation and reduction of (S)-camphorquinone with 4-nitro-o-phenylenediamine was synthesized. Studies were undertaken to determine the optimal reaction conditions for imine formation. One such imine was synthesized and the x-ray structure was determined.

Synthesis and characterization of S-camphorquinone derived quinoxalines and imines

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.