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Intramolecular Interactions in Ortho-Methoxyalkylphenylboronic Acids and Their Catechol Esters

Intramolecular Interactions in Ortho-Methoxyalkylphenylboronic Acids and Their Catechol Esters

Agnieszka Adamczyk-Woźniak, Krzysztof M Borys, Karolina Czerwińska, Błażej Gierczyk, Michał Jakubczyk, Izabela D Madura, Andrzej Sporzyński, Ewelina Tomecka

Spectrochim Acta A Mol Biomol Spectrosc. 2013 Dec;116:616-21.

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP142172518	4-Bromo-1-butylboronic acid catechol ester		142172-51-8	Price

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