title: Rotamerism-driven large magnitude host-guest binding change in a crown ether derivatized pyridinium-phenolate series.
abstract: Two TICTOID-based pyridinium-phenolates bearing a crown ether macrocycle have been designed for the complexation of a potassium cation. The nucleophilicity of the intraannular phenolate -O(-) function can be strongly modulated by biaryl twisting. Such a structure/electronic transduction effect gives rise to a host-guest binding change by more than two orders of magnitude.
authors.affiliation: Laboratoire de Chimie Organique et Bioorganique, Université de Haute Alsace, ENSCMu, 3 rue Alfred Werner, 68093, Mulhouse, France.
authors.forename: Emel
authors.initials: E
authors.lastname: Ay
authors.affiliation: Institut de Science des Matériaux de Mulhouse CNRS-UMR 7361, Université de Haute Alsace, 15 rue Jean Starcky, 680 Mulhouse, Mulhouse, France. jean-pierre.malval@uha.fr.
authors.forename: Nelly
authors.initials: N
authors.lastname: Hobeika
authors.affiliation: Laboratoire de Chimie Organique et Bioorganique, Université de Haute Alsace, ENSCMu, 3 rue Alfred Werner, 68093, Mulhouse, France.
authors.forename: Hélène
authors.initials: H
authors.lastname: Chaumeil
authors.affiliation: Laboratoire de Chimie Organique et Bioorganique, Université de Haute Alsace, ENSCMu, 3 rue Alfred Werner, 68093, Mulhouse, France.
authors.forename: Théophile
authors.initials: T
authors.lastname: Tschamber
authors.affiliation: School of Materials & Engineering, Tongji University, 4800 CaoAn Road, Shanghai, China.
authors.forename: Ming
authors.initials: M
authors.lastname: Jin
authors.affiliation: Institut de Chimie et des Matériaux Paris-Est CNRS-UMR 7182, Paris-Est Créteil Val de Marne, 2-8 rue Henri Dunant, 94320, Thiais, France.
authors.forename: Davy-Louis
authors.initials: DL
authors.lastname: Versace
authors.affiliation: Institut de Science des Matériaux de Mulhouse CNRS-UMR 7361, Université de Haute Alsace, 15 rue Jean Starcky, 680 Mulhouse, Mulhouse, France. jean-pierre.malval@uha.fr.
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Malval