Hydrogen bonds in phenylboronic acids with polyoxaalkyl substituents at ortho-position

被引：19

作者：

Adamczyk-Wozniak, Agnieszka ^{[1
]}

Cyranski, Michal K. ^{[2
]}

Dabrowska, Aldona ^{[1
]}

Gierczyk, Blazej ^{[3
]}

Klimentowska, Paulina ^{[2
]}

Schroeder, Grzegorz ^{[3
]}

Zubrowska, Anna ^{[1
]}

Sporzynski, Andrzej ^{[1
]}

机构：

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

[2] Warsaw Univ, Fac Chem, PL-02093 Warsaw, Poland

[3] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2009年 / 920卷 / 1-3期

关键词：

Boronic acids; Hydrogen bonds; X-ray diffraction; NMR spectroscopy; BORONIC ACIDS;

D O I：

10.1016/j.molstruc.2008.12.006

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Phenylboronic acids with polyoxaalkyl substituents at ortho position were synthesized from the corresponding bromides. Structures in solid state, determined by single crystal X-ray diffraction, reveal the presence of inter- and intramolecular hydrogen bonds. Presence of several oxygen atoms in oxaalkyl chains enables the formation of intramolecular hydrogen bonds by B(OH)(2) group with different oxygen centers which lead to the formation of bifurcated hydrogen bonds. Investigated compounds were characterized by H-1, C-13, B-11 and O-17 NMR spectroscopy in solution. Assignment of H-1 and C-13 signals was made on the basis of HSQC and HMBC spectra. O-17 NMR spectra show that in acetonitrile solution hydrogen bonds with solvent molecules are predominant. (C) 2008 Elsevier B.V. All rights reserved.

引用

页码：430 / 435

页数：6

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