Intramolecular interactions in ortho-methoxyalkylphenylboronic acids and their catechol esters

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• 作者：Agnieszka Adamczyk-Wo?niak ; Krzysztof M. Borys ; Karolina Czerwi¨½ska ; B?a?ej Gierczyk ; Micha? Jakubczyk ; Izabela D. Madura ; Andrzej Sporzy¨½ski ; Ewelina Tomecka
• 关键词：Boronic acids ; Boronic esters ; 17O NMR ; Hydrogen bond
• 刊名：Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
• 出版年：2013
• 出版时间：December, 2013
• 年：2013
• 卷：116
• 期：Complete
• 页码：616-621
• 全文大小：558 K

文摘

Catechol 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 ¡ú 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.