Abstract
1H NMR studies and X-ray analysis elucidated the structure of a cation-π complex of a compound containing a pyridinium and a phenyl ring. The existence of intramolecular interactions between a pyridinium and a thiocarbonyl or a carbonyl was also elucidated. Moreover, the intermolecular interactions for the both systems were observed in crystalline state. The selective shielding of one side of the pyridinium face by way of intramolecular interaction enabled nucleophiles to attack only from the non-shielded side, and consequently, chiral 1, 4-di-hydropyridines were produced stereoselectively.
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