pyrazine phosphonic acid | 1073561-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: pyrazine phosphonic acid
• 英文别名: 2-pyrazinephosphonic acid；2-pyPO3H2；Pyrazin-2-ylphosphonic acid
• CAS: 1073561-86-0
• 化学式: C₄H₅N₂O₃P
• 分子量: 160.069
• InChiKey: FQZNIRNFJJOWTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pyrazine phosphonic acid 、 zinc(II) chloride 以 水 为溶剂， 以55%的产率得到(2-pyrazinephosphonato)zinc(II)
  参考文献：
  名称：

  Zinc and cadmium 2-pyrazinephosphonates: Syntheses, structures and luminescent properties

  摘要：

  以2-吡嗪膦酸（C4H3N2PO3H21）为配体，通过水热反应合成了三种新的金属（II）2-吡嗪膦酸盐，即Zn（C4H3N2PO3）（2）、Cd（C4H3N2PO3）（H2O）（3）和Cd（C4H3N2PO3H）（Cl）·H2O（4）。在化合物2中，O-P-O桥接的无机层由吡嗪基团支撑成三维网络。在化合物3中，{CdO5N}和{CPO3}多面体通过边角共享相互连接成金属膦酸盐层。在化合物4中，{Cd2Cl2}二聚体通过O-P-O桥连接成一维双链，双链通过吡嗪基团连接成一层。在这里，我们以吡嗪膦酸为结构导向基团，形成具有有趣发光特性的扩展结构和材料。发光特性研究也得到了描述。

  DOI：

  10.1039/c1dt11250c
• 作为产物：
  描述：

  2-氯吡嗪 在 palladium diacetate 1,1'-双(二苯基膦)二茂铁 、 N,N-二异丙基乙胺 、 三甲基溴硅烷 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 19.0h， 以2.8 g的产率得到pyrazine phosphonic acid
  参考文献：
  名称：

  Revisiting the Hirao cross-coupling: improved synthesis of aryl and heteroaryl phosphonates

  摘要：

  The palladium-catalyzed cross-coupling of dialkylphosphite with aromatic electrophiles (Hirao coupling) was re-investigated. Some limitations in terms of palladium loadings and substrate reactivity are alleviated with the use of Pd(OAc)(2) complexed to 1,1'-bis(diphenylphosphino) ferrocene (dppf) as a ligand. Various aryl and heteroaryl halides are employed to deliver both known and novel substituted phosphonates. The first examples of aryl chloride couplings are also reported. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.07.020

文献信息

• Revisiting the Hirao cross-coupling: improved synthesis of aryl and heteroaryl phosphonates
  作者：Yamina Belabassi、Saeed Alzghari、Jean-Luc Montchamp

  DOI：10.1016/j.jorganchem.2008.07.020

  日期：2008.9

  The palladium-catalyzed cross-coupling of dialkylphosphite with aromatic electrophiles (Hirao coupling) was re-investigated. Some limitations in terms of palladium loadings and substrate reactivity are alleviated with the use of Pd(OAc)(2) complexed to 1,1'-bis(diphenylphosphino) ferrocene (dppf) as a ligand. Various aryl and heteroaryl halides are employed to deliver both known and novel substituted phosphonates. The first examples of aryl chloride couplings are also reported. (C) 2008 Elsevier B.V. All rights reserved.
• Zinc and cadmium 2-pyrazinephosphonates: Syntheses, structures and luminescent properties
  作者：Yun-Sheng Ma、Xiao-Yan Tang、Wen-Yu Yin、Bin Wu、Feng-Feng Xue、Rong-Xin Yuan、Soumyajit Roy

  DOI：10.1039/c1dt11250c

  日期：——

  Three new metal(II) 2-pyrazinephosphonates have been synthesized by hydrothermal reactions based on 2-pyrazinephosphonic acid (C4H3N2PO3H21) as ligand, namely, Zn(C4H3N2PO3) (2), Cd[(C4H3N2PO3)(H2O)] (3) and Cd[(C4H3N2PO3H)Cl]·H2O (4). In compound 2, the O–P–O bridged inorganic layers are pillared by pyrazinyl groups into a three-dimensional network. In compound 3, the CdO5N} and CPO3} polyhedra are interconnected via edge and corner-sharing into a metal phosphonate layer. In compound 4, the Cd2Cl2} dimers are linked by O–P–O bridges into a one-dimensional double chain, and the chains are joined into a layer by pyrazinyl groups. Here we employ pyrazinephosphonic acids as structure directing motifs to form extended structures and materials with interesting luminescent properties. The luminescent properties studied have also been described.

  以2-吡嗪膦酸（C4H3N2PO3H21）为配体，通过水热反应合成了三种新的金属（II）2-吡嗪膦酸盐，即Zn（C4H3N2PO3）（2）、Cd（C4H3N2PO3）（H2O）（3）和Cd（C4H3N2PO3H）（Cl）·H2O（4）。在化合物2中，O-P-O桥接的无机层由吡嗪基团支撑成三维网络。在化合物3中，CdO5N}和CPO3}多面体通过边角共享相互连接成金属膦酸盐层。在化合物4中，Cd2Cl2}二聚体通过O-P-O桥连接成一维双链，双链通过吡嗪基团连接成一层。在这里，我们以吡嗪膦酸为结构导向基团，形成具有有趣发光特性的扩展结构和材料。发光特性研究也得到了描述。