title: Substrate selective amide coupling driven by encapsulation of a coupling agent within a self-assembled hexameric capsule.
abstract: Encapsulation of a cationic carbodiimide condensing agent within a self-assembled hexameric capsule made of resorcin[4]arene units provides a nano-environment that efficiently steers the substrate selectivity in the amide synthesis reaction between carboxylic acids and primary amines. While in solution pairs of acids react similarly with a given amine, in the presence of the capsule the formation of the shorter amide is greatly favored.
authors.affiliation: Dipartimento di Scienze Molecolari e Nanosistemi, Università Ca' Foscari di Venezia, Calle Larga S. Marta 2137, 30123, Venezia, Italy. alesca@unive.it.
authors.forename: Sonia
authors.initials: S
authors.lastname: Giust
authors.forename: Giorgio
authors.initials: G
authors.lastname: La Sorella
authors.forename: Laura
authors.initials: L
authors.lastname: Sperni
authors.forename: Giorgio
authors.initials: G
authors.lastname: Strukul
authors.forename: Alessandro
authors.initials: A
authors.lastname: Scarso
mesh_terms: D000577:Amides / Q000737:chemistry*; D047250:Calixarenes / Q000737:chemistry*; D002214:Capsules; D002234:Carbodiimides / Q000737:chemistry*; D008958:Models, Molecular; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000737:chemistry; D013379:Substrate Specificity
chemical_list: D000577:Amides; D002214:Capsules; D002234:Carbodiimides; C466160:resorcinarene; D047250:Calixarenes; D010649:Phenylalanine