Very strong hydrogen bonds formed between carboxylic acids and anions: trifluoroacetic and acetic acids with acetates and fluoride

Abstract

Studies on very strong H bonds have been extended to the strongest carboxylic acid CF₃CO₂H and its anion. The H bonds CF₃CO₂^–⋯ H–OAc (AC = MeCO), ^–F ⋯ H–O₂CCF₃, and CF₃CO₂^–⋯ H–O₂CCF₃ have been studied in detail by both p.m.r. and i.r. spectroscopy and δ(OH)_H, K_c, Δν(O–H), ΔH⁰, ΔG⁰, and ΔS⁰ values obtained.