Fluoro-substituted 2-formylphenylboronic acids: Structures, properties and tautomeric equilibria
Kornelia Kowalska , Agnieszka Adamczyk-Woźniak , Patrycja Gajowiec , Błażej Gierczyk , Ewa Kaczorowska , Łukasz Popenda , Grzegorz Schroeder , Artur Sikorski , Andrzej Sporzyński
AbstractFour 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.
|Journal series||Journal of Fluorine Chemistry, ISSN 0022-1139|
|Publication size in sheets||0.5|
|Keywords in English||Boronic acid; Benzoxaborole; Fluorophenyl boronic acid; Crystal structure; Acidity; Tautomerism|
|Score|| = 30.0, 28-11-2017, ArticleFromJournal|
= 30.0, 28-11-2017, ArticleFromJournal
|Publication indicators||: 2016 = 2.101 (2) - 2016=1.888 (5)|
|Citation count*||0 (2016-06-01)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.