ビアリール型ホモオキサカリックス[3]アレーン類の合成と機能

抄録

Fluorescence responsible biaryl-type homooxacalix[3]arenes 1-4, which have deep cavities and three binding sites (COOH) on peripheral aromatic rings, were synthesized though Suzuki-Miyaura coupling. Fluorescence response with Host 1 having free hydroxy groups on lower rim and 2-benzoic acids on upper rim against triethylamine or hexamethylenetetramine were investigated. When triethylamine was added to the solution of host 1, the fluorescence from host 1 was completely quenched by PET mechanism. On the contrary, fluorescence was increasing by adding hexamethylenetetramine. This spectral behavior could be ascribed to the formation of 1:1 complex through three point interaction between COOH on host 1 and amino groups of guest and increasing the rigidity of host 1. Other properties such as the formation of the molecular capsules of hosts 2-4 and piperazine will be reported.