Probing the hydrogen bonding of guest functional groups with [2.2.2]-cryptand/KF host <i>vs.</i> with solvent by ¹⁹F-NMR spectroscopy.

ABSTRACT: We present a method for probing the local environment surrounding ammonium, hydroxyl, and carboxyl functional groups in solution by analyzing the ¹⁹F-NMR chemical shifts of [2.2.2]-cryptand ([2.2.2])/KF/protonated amino acid (AAH⁺) complexes. Specifically, we examine two competing structural features-solvation of guest functional groups versus complexation with the host-by monitoring hydrogen bonding interactions in deuterated ethylene glycol (EG-d ₆) and deuterated acetonitrile (CD₃CN). Model systems including [2.2.2]/KF/NH₄ ⁺Cl^-, [2.2.2]/KF/choline⁺Cl^- ([2.2.2]/KF/Ch⁺Cl^-), and 24-crown-8/CsF/betaine/H⁺Cl^- were employed to benchmark t

SUBMITTER: Lee SY 

PROVIDER: S-EPMC12538280 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature