title: Molecular recognition and stabilization of iminium ions in water.
abstract: Iminium ions are known to exist only transiently in aqueous solution due to their high reactivity toward hydrolysis. In this communication, we report on the generation and stabilization of iminium ions in aqueous solution via molecular encapsulation using a K12Ga4L6 host. Our studies revealed that tetrahedral host 1 can encapsulate a variety of iminium cations in a molecular recognition process that is selective based on the charge, hydrophobicity, size, and shape of the guest.
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.
authors.forename: Vy M
authors.initials: VM
authors.lastname: Dong
authors.forename: Dorothea
authors.initials: D
authors.lastname: Fiedler
authors.forename: Barbara
authors.initials: B
authors.lastname: Carl
authors.forename: Robert G
authors.initials: RG
authors.lastname: Bergman
authors.forename: Kenneth N
authors.initials: KN
authors.lastname: Raymond
mesh_terms: D007097:Imines / Q000737:chemistry*; D007477:Ions; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D014867:Water / Q000737:chemistry
chemical_list: D007097:Imines; D007477:Ions; D014867:Water