Glycoluril-Derived Molecular Clips are Potent and Selective Receptors for Cationic Dyes in Water.

ABSTRACT: Molecular clip 1 remains monomeric in water and engages in host-guest recognition processes with suitable guests. We report the K_a values for 32 1⋅guest complexes measured by ¹ H NMR, UV/Vis, and fluorescence titrations. The cavity of 1 is shaped by aromatic surfaces of negative electrostatic potential and therefore displays high affinity and selectivity for planar and cationic aromatic guests that distinguishes it from CB[n] receptors that prefer aliphatic over aromatic guests. Electrostatic effects play a dominant role in the recognition process whereby ion-dipole interactions may occur between ammonium ions and the C=O groups of 1, between the SO₃^- groups of 1 and pendant cationic groups on the guest, and within the cavity of 1 by cation-π int

SUBMITTER: She N 

PROVIDER: S-EPMC5150286 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature