Intramolecular interactions in ortho-methoxyalkylphenylboronic acids and their catechol esters
Agnieszka Adamczyk-Woźniak , Krzysztof M. Borys , Karolina Czerwińska , Błażej Gierczyk , Michał Jakubczyk , Izabela Madura , Andrzej Sporzyński , Ewelina Tomecka
AbstractCatechol esters of ortho-methoxyalkylphenylboronic acids have been synthesized and characterized by 17O 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 17O 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.
|Journal series||Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, ISSN 1386-1425|
|Publication size in sheets||0.5|
|Keywords in English||boronic acids, boronic esters, 17O NMR, hydrogen bond|
|ASJC Classification||; ; ;|
|Score|| = 25.0, 09-01-2020, ArticleFromJournal|
= 30.0, 09-01-2020, ArticleFromJournal
|Publication indicators||= 5; = 5; : 2013 = 1.154; : 2013 = 2.129 (2) - 2013=2.163 (5)|
|Citation count*||5 (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.