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  • Molecular Geometry as a Source of Chemical Information. 5. SubstituentEffect on Proton Transfer in Para-Substituted Phenol Complexes withFluoridea B3LYP/6-311+G** Study
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  • The simplified model system [p-X−PhO···H···F]-, where −X are −NO, −NO2, −CHO, −H, −CH3, −OCH3,and −OH, with various O···F distance was used to simulate the wide range of the H-bond strength. Structuralchanges due to variation of the substituent as well as the H-bond strength are well monitored by the changesin the aromaticity index HOMA and by two empirical measures of the H-bond strengththe 1H NMRchemical shift of proton involved and the C−O bond length. Changes in H-bonding strengths and the positionof proton transfer while shortening the O···F distance are well described by the Hammett equation.
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