title: Endo-complexation of alkylammonium ions by calix[4]arene cavity: facilitating cation-π interactions through the weakly coordinating anion approach.
abstract: Notwithstanding its small dimensions, the narrow cavity of p-tert-butylcalix[4]arene macrocycle is still able to host alkylammonium guests in the presence of the tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (TFPB(-)) weakly coordinating (or "superweak") anion. As an artificial analogue of biological receptors, cone-shaped calix[4]arene 1d is able to recognize a n-BuNH3(+) guest mainly through a 4-fold cation-π interaction aided by a weak H-bonding interaction. This recognition motif can be used to assembly a 2:1 capsular architecture with a linear diammonium axle.
authors.affiliation: Dipartimento di Chimica e Biologia, Università di Salerno , Via Giovanni Paolo II 132, I-84084 Fisciano, Salerno, Italy.
authors.forename: Carmen
authors.initials: C
authors.lastname: Talotta
authors.forename: Carmine
authors.initials: C
authors.lastname: Gaeta
authors.forename: Placido
authors.initials: P
authors.lastname: Neri
mesh_terms: D000838:Anions / Q000737:chemistry*; D001881:Borates / Q000737:chemistry*; D047250:Calixarenes / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D019789:Tetraethylammonium / Q000737:chemistry*
chemical_list: D000838:Anions; D001881:Borates; D006845:Hydrocarbons, Fluorinated; D010636:Phenols; C121325:calix(4)arene; C000597414:tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; D047250:Calixarenes; D019789:Tetraethylammonium