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Journal of Undergraduate Research

Keywords

chiral pyridino crown ethers, ammonium salts, enantiomeric recognition, pyridine ring

College

Physical and Mathematical Sciences

Department

Chemistry and Biochemistry

Abstract

0ur research group has been interested in the synthesis of chiral pyridino crown ethers for some time. Many chiral pyridino crown ethers have been shown to exhibit enantiomeric recognition for chiral ammonium salts.1 In other words, the crown compound forms a more stable complex with one enantlomer of the chiral ammonium salt than It does with the other enantiomer. Recent results from de Mendoza, Echegoyen and coworkers’ led us to believe that a new type of chiral pyridino crown ether would exhibit even greater enantiomeric recognition than what was observed with previous compounds. So, my project was to prepare chiral pyridino-18-crown-6 compounds with allyl and tert-butyl groups in the a and a’ positions with respect to the pyridine ring (Figure 1).

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