An amphiphilic pseudo[1]catenane: neutral guest-induced clouding point change.

ABSTRACT: The hydrophobic/hydrophilic ratio in a molecule largely affects its assembled properties in aqueous media. In this study, we synthesized a new bicyclic compound which could dynamically change its hydrophobic/hydrophilic ratio by chemical stimulus. The bicyclic compound consisted of amphiphilic pillar[5]arene and hydrophobic alkyl chain rings, and formed a self-inclusion structure in aqueous media, which was assigned as a pseudo[1]catenane structure. The hydrophobic chain ring was hidden inside the pillar[5]arene cavity in the pseudo[1]catenane structure, thus the bicyclic compound was soluble in water at 20 °C with a clouding point at 24 °C. The pseudo[1]catenane was converted to the de-threaded structure upon addition of the neutral guest 1,4-dicyanobutane, which displaced the alkyl chain

SUBMITTER: Ogoshi T 

PROVIDER: S-EPMC6071686 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature