Open AccessKinetic and Thermodynamic Modulation of Dynamic Imine Libraries Driven by the Hexameric Resorcinarene Capsule
Author(s) -
Stefania Gambaro,
Carmen Talotta,
Paolo Della Sala,
Annunziata Soriente,
Margherita De Rosa,
Carmine Gaeta,
Placido Neri
Publication year - 2020
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.0c04705
Subject(s) - chemistry , imine , resorcinarene , capsule , kinetic energy , kinetic control , covalent bond , stereochemistry , selectivity , organic chemistry , molecule , botany , physics , quantum mechanics , biology , catalysis
The composition of dynamic covalent imine libraries (DCL) adapts to the presence of the hexameric resorcinarene capsule. In the presence of the self-assembled capsule, a kinetic and thermodynamic modulation of the imine constituents of the DCLs was observed, which was induced by an unusual predatory action of the capsule on specific imine constituents. More complex 2 × 2 DCLs also adapt to the presence of the hexameric capsule, showing a thermodynamic and kinetic modulation of the constituents induced by the predatory action of the capsule. By cross-referencing experimental data, a good selectivity (up to 66%) for one constituent can be induced in a 2 × 2 DCL.