(Trifluoromethoxy)Phenylboronic Acids: Structures, Properties, and Antibacterial Activity.

Three isomers of (trifluoromethoxy)phenylboronic acids were studied in the context of their physicochemical, structural, antimicrobial and spectroscopic properties. They were characterized by H, C, B and F NMR spectroscopy. The acidity of all the isomers was evaluated by both spectrophotometric and potentiometric titrations. The introduction of the -OCF group influences the acidity, depending, however, on the position of a substituent, with the isomer being the least acidic. Molecular and crystal structures of and isomers were determined by the single crystal XRD method. Hydrogen bonded dimers are the basic structural motives of the investigated molecules in the solid state. In the case of the isomer, intramolecular hydrogen bond with the -OCF group is additionally formed, weaker, however, than that in the analogous -OCH derivative, which has been determined by both X-Ray measurements as well as theoretical DFT calculations. Docking studies showed possible interactions of the investigated compounds with LeuRS of Finally, the antibacterial potency of studied boronic acids in vitro were evaluated against and