Enantioselective molecular recognition in a flexible self-folding cavitand

We report a chiral deep cavitand receptor based on calix[5]arene stabilized by a cooperative network of hydrogen bonds and having a highly flexible structure. The cavitand displays enantioselective molecular recognition with a series of chiral quaternary ammonium salts, providing unprecedented stabi...

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Detalles Bibliográficos
Autores: Álvarez Yebra, Rubén, Lopez Coll, Ricard, Galán Masferrer, Pere, Lledó Ponsati, Agustí
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:10256/23734
Acceso en línea:http://hdl.handle.net/10256/23734
Access Level:acceso abierto
Palabra clave:Química supramolecular
Reconeixement molecular
Supramolecular chemistry
Molecular recognition
Compostos aromàtics
Aromatic compounds
Descripción
Sumario:We report a chiral deep cavitand receptor based on calix[5]arene stabilized by a cooperative network of hydrogen bonds and having a highly flexible structure. The cavitand displays enantioselective molecular recognition with a series of chiral quaternary ammonium salts, providing unprecedented stability ratios between the corresponding diastereomeric host-guest complexes. Molecular dynamics simulations corroborate the higher flexibility of the new host and the emergence of superior induced-fit behavior with regards to resorcin[4]arene derived self-folding cavitands