title: Intramolecular interactions in ortho-methoxyalkylphenylboronic acids and their catechol esters.
abstract: Catechol esters of ortho-methoxyalkylphenylboronic acids have been synthesized and characterized by (17)O NMR spectroscopy. The results were compared with the data for the parent acids. The influence of intramolecular and intermolecular hydrogen bonds on the properties of the boronic acids has been discussed. The (17)O NMR data for the boronic esters proved that there are no O → B interactions in the investigated compounds. This fact is connected with weak Lewis acidity of the parent acids and their low sugars' receptors activity. Crystal structure of ortho-methoxyphenylboronic acid catechol ester was determined.
authors: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland. Electronic address: agnieszka@ch.pw.edu.pl.
authors: Agnieszka
authors: A
authors: Adamczyk-Woźniak
authors: Krzysztof M
authors: KM
authors: Borys
authors: Karolina
authors: K
authors: Czerwińska
authors: Błażej
authors: B
authors: Gierczyk
authors: Michał
authors: M
authors: Jakubczyk
authors: Izabela D
authors: ID
authors: Madura
authors: Andrzej
authors: A
authors: Sporzyński
authors: Ewelina
authors: E
authors: Tomecka
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002396:Catechols / Q000737:chemistry*; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular
chemical_list: D001897:Boronic Acids; D002396:Catechols; D004952:Esters; C034221:catechol
keywords: (17)O NMR; Boronic acids; Boronic esters; Hydrogen bond