Directing the Cation Recognition Ability of Calix[4]arenes toward Asymmetric Phase‐Transfer Catalysis

다국어 초록 (Multilingual Abstract)

The recognition abilities of chiral calixarene hosts toward alkali cation guests have been exploited for the first time in asymmetric phase‐transfer catalysis. The binding affinities of a series of chiral α‐methylbenzylamine‐derived calix[4]arene‐amides toward Na+ guest have been determined by 1H NMR spectroscopic titration experiments. The good apparent association constant values are consistent with the macrocycles' catalytic efficiency in the asymmetric alkylation reaction of N‐(diphenylmethylene)glycine esters under phase‐transfer conditions.
The recognition abilities of chiral calixarene hosts toward alkali cation guests have been exploited for the first time in asymmetric phase‐transfer (PT) catalysis. The binding affinities of a series of α‐methylbenzylamine‐derived calix[4]arene‐amides toward Na+ are consistent with their catalytic efficiency in the asymmetric alkylation of N‐(diphenylmethylene)glycine esters under PT conditions.