Fluoro-substituted 2-formylphenylboronic acids: Structures, properties and tautomeric equilibria

Rok publikacji: 2016
Wydawca:  Journal of Fluorine Chemistry, 2016, 1–8
Zobacz publikację
K. Kowalska, A. Adamczyk-Woźniak, P. Gajowiec, B. Gierczyk, E. Kaczorowska, Ł. Popenda, G. Schroeder, A. Sikorski, A. Sporzyński
Four isomeric fluoro-2-formylphenylboronic acids were synthesized and characterized by 1H, 13C, 19F and 17O NMR. Molecular and crystal structure of two compounds was determined by single crystal XRD method. pKa values of all the isomers have been determined by spectrophotometric method and compared with the results for the corresponding benzoxaboroles as well as fluoro- and formylphenylboronic acids. Tautomeric equilibrium with cyclic benzoxaborole form was investigated. The influence of position of fluorine substituents on the properties of investigated compounds is discussed.

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