Novel 2,6-disubstituted phenylboronic compounds - Synthesis, crystal structures, solution behaviour and reactivity

被引：17

作者：

Adamczyk-Wozniak, Agnieszka ^{[1
]}

Ejsmont, Krzysztof ^{[2
]}

Gierczyk, Blazej ^{[3
]}

Kaczorowska, Ewa ^{[1
]}

Matuszewska, Alicja ^{[1
]}

Schroeder, Grzegorz ^{[3
]}

Sporzynski, Andrzej ^{[1
]}

Zarychta, Bartosz ^{[2
]}

机构：

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

[2] Univ Opole, Fac Chem, PL-45052 Opole, Poland

[3] Adam Mickiewicz Univ, Fac Chem, PL-61614 Poznan, Poland

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2015年 / 788卷

关键词：

Boronic acids; Benzoxaboroles; Reductive amination; Tautomeric equilibria; Crystal structure; HYDROGEN-BONDS; BORONIC ACIDS; 2-FORMYLPHENYLBORONIC ACID; CARBOXYLIC-ACIDS; X-RAY; AMINES;

D O I：

10.1016/j.jorganchem.2015.04.026

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

2,6-Diformylphenylboronic acid has been synthesized and characterized both in the solid state as well as in solution. In crystal, an unusual structural pattern has been found with the formation of intermolecular hydrogen bonds by B(OH)(2) and CHO groups as well as water molecules. In solution tautomeric equilibrium with the formation of oxaborole ring by one of the formyl groups was proved on the basis of multinuclear NMR spectroscopy. The title compound reacts with secondary mono- and diamines to form various types of substituted benzoxaboroles, which have been characterized by XRD and spectroscopic methods. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：36 / 41

页数：6

共 31 条

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