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邻甲氧基烷基本硼酸及其邻苯二酚酯的分子内相互作用。

Intramolecular interactions in ortho-methoxyalkylphenylboronic acids and their catechol esters.

机构信息

Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Dec;116:616-21. doi: 10.1016/j.saa.2013.07.091. Epub 2013 Aug 8.

DOI:10.1016/j.saa.2013.07.091
PMID:23978747
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.

摘要

邻甲氧基烷芳基硼酸的儿茶酚酯已通过(17)O NMR 光谱法进行了合成和表征。结果与母体酸的数据进行了比较。讨论了分子内和分子间氢键对硼酸性质的影响。硼酸酯的(17)O NMR 数据表明,在所研究的化合物中没有 O→B 相互作用。这一事实与母体酸的弱路易斯酸度及其低的糖受体活性有关。邻甲氧基苯基硼酸儿茶酚酯的晶体结构已被确定。

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