Quantitative determination of the Lewis acidity of phenylboronic catechol esters - Promising anion receptors for polymer electrolytes

被引：50

作者：

Adamczyk-Wozniak, Agnieszka ^{[1
]}

Jakubczyk, Michal ^{[1
]}

Sporzynski, Andrzej ^{[1
]}

Zukowska, Grazyna ^{[1
]}

机构：

[1] Warsaw Univ Technol, Dept Phys Chem, Fac Chem, PL-00664 Warsaw, Poland

来源：

INORGANIC CHEMISTRY COMMUNICATIONS | 2011年 / 14卷 / 11期

关键词：

Boronic esters; Acceptor number; Polymer electrolytes; DFT-GIAO; NMR calculations; LITHIUM BATTERY ELECTROLYTES; MOLECULAR-STRUCTURE; CRYSTAL; ADDITIVES; SOLVENTS;

D O I：

10.1016/j.inoche.2011.08.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A series of catechol boronates were synthesized by esterification of the corresponding boronic acids. Lewis acidity of the obtained compounds was quantitatively evaluated by means of a modified Gutmann method. Introduction of the fluorine substituent into the phenyl ring resulted in increased Lewis acidity of the catechol esters. The highest effect was observed for the 2-fluoro derivative. No correlation of the AN was observed for the further increasing number of fluorine atoms, however the pentafluoro-substituted derivative was the strongest Lewis acids among studied. Its acidity is comparable to tris(pentafluorophenyl)borane, being considered one of the strongest organoboron acids. NMR-DFT calculations confirmed the relative trends in the Lewis acidity of compounds under study. It was found that the investigated complexation is reversible, which is crucial in both quantitative acceptor number determination as well as future applications of catechol boronates. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：1753 / 1755

页数：3

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