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Two closely related {4‐[(N‐substituted amino)(diethoxyphosphoryl)methyl]phenyl}boronic acids
Acta Crystallographica Section C ( IF 0.7 ) Pub Date : 2016-12-14 , DOI: 10.1107/s2053229616019707
Rui Zhang , Yundi Zhang , Chunhua Ge , Jinpeng Miao , Xiangdong Zhang

Organic phosphonic acids and organic phosphonic acid esters have been of much interest due to their applications in the fields of medicine, agriculture and industrial chemistry. Boronic acids can act as synthetic intermediates and building blocks and are used in sensing, protein manipulation, therapeutics, biological labelling and separation. The additional introduction of an aminophosphonic acid group into a boronic acid may give new opportunities for application. To study the structure of such multifunctional compounds, we prepared two new derivatives which can be easily converted to the corresponding phosphonic acids. In the title compounds, {4‐[(butylamino)(diethoxyphosphoryl)methyl]phenyl}boronic acid monohydrate, C15H27BNO5P·H2O, (I), and {4‐[(diethoxyphosphoryl)(4‐nitroanilino)methyl]phenyl}boronic acid, C17H22BN2O7P, (II), three different substituents are attached to a central C—H group, namely 4‐boronophenyl, diethoxyphosphoryl and amine. Compound (I) crystallizes as a monohydrate and OB—H…N hydrogen bonds link neighbouring molecules into chains along the [001] direction. The solvent water molecule connects two such chains running in opposite directions. Compound (II) crystallizes as an ansolvate and classical hydrogen bonds result in a layer structure in the (001) plane.

中文翻译:

两种密切相关的{4-[(N-取代氨基)(二乙氧基磷酰基)甲基]苯基}硼酸

由于有机膦酸和有机膦酸酯在医学,农业和工业化学领域中的应用,因此引起了人们的极大兴趣。硼酸可用作合成中间体和结构单元,可用于传感,蛋白质操作,治疗,生物标记和分离。将氨基膦酸基团额外引入硼酸中可能会为应用提供新的机会。为了研究此类多功能化合物的结构,我们制备了两种可以轻松转化为相应膦酸的新衍生物。在标题化合物中,{4-[(丁基氨基)(二乙氧基磷酰基)甲基]苯基}硼酸一水合物,C 15 H 27 BNO 5 P·H 2O,(I)和{4-[(二乙氧基磷酰基)(4-硝基苯胺基)甲基]苯基}硼酸C 17 H 22 BN 2 O 7 P,(II),三个不同的取代基连接至中心C- H基团,即4-硼烷苯基,二乙氧基磷酰基和胺。化合物(I)结晶为一水合物,OB B- H…N氢键将相邻分子沿[001]方向连接成链。溶剂水分子连接两个相反方向延伸的链。化合物(II)结晶为无溶剂化物,经典的氢键在(001)平面上形成层结构。
更新日期:2016-12-14
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