Nickel(2+);6,7,15,16,24,25,33,34-octachloro-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene | 813416-77-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: Nickel(2+);6,7,15,16,24,25,33,34-octachloro-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene
• CAS: 813416-77-2
• 化学式: C₃₂H₈Cl₈N₈Ni
• 分子量: 846.783
• InChiKey: HRCSQVNLFNRHDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.35
• 重原子数：
  49
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  以 neat (no solvent) 为溶剂， 以20%的产率得到Nickel(2+);6,7,15,16,24,25,33,34-octachloro-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene
  参考文献：
  名称：

  An Efficient Synthesis of Phthalocyanines Based on an Unprecedented Double-Addition of Oximes to Phthalonitriles

  摘要：

  A novel and efficient method is reported for the preparation of phthalocyanines from phthalonitrile or its derivatives which utilizes low-cost reagents of hydrolytic stability, high simplicity, and easy accessibility, i.e., oximes, and proceeds via an unprecedented double addition of oximes to the nitrile group.

  DOI：

  10.1021/ja046759i

文献信息

• Synthesis and purification of metallooctachlorophthalocyanines
  作者：Tobias Rüffer、Dinara Nurpeisova、Zhanar Jakupova、Ayezkhan Tashenov、Nell Uhlig、Ahmed Khalladi、Lutz Mertens、Andreas Gonser、Michael Mehring、Heinrich Lang

  DOI：10.1515/znb-2017-0068

  日期：2017.8.28

  A detailed synthetic procedure based on the use of urea, dichlorophthalic acid, respective transition metal halides and [NH₄]₂[MoO₄] as a catalyst in the melt or by using 1,2,4-trichlorobenzene as a high-boiling inert solvent is described to gain 2,3,9,10,16,17,23,24-metallooctachlorophthalocyanines (MPcCl₈ compounds with M=Mn, Fe, Co, Ni, Cu). In cases that a first purification by subsequent treatment of the crude materials with HCl, NaOH and HCl would not give rise to analytically pure compounds, a second novel purification by using pyridine is described. The degree of purity, exceeding always 98%, is determined by thermogravimetric analysis. Comparative IR, UV/Vis and PXRD studies of the MPcCl₈ compounds are reported.

  本文介绍了一种详细的合成方法，该方法基于利用尿素、二氯苯酸、相应的过渡金属卤化物和[NH₄]₂[MoO₄]作为催化剂，在熔融状态下或使用1,2,4-三氯苯作为高沸点惰性溶剂，制备2,3,9,10,16,17,23,24-金属八氯酞菁化合物（M为Mn，Fe，Co，Ni，Cu）。对于粗杂质较多的原料，如果经过HCl、NaOH和HCl的连续处理后不能得到分析纯的化合物，则介绍了一种使用吡啶的新型二次纯化方法。通过热重分析确定了其纯度度数始终超过98％。报告了MPcCl₈化合物的比较红外、紫外/可见和X射线衍射研究结果。

• An Efficient Synthesis of Phthalocyanines Based on an Unprecedented Double-Addition of Oximes to Phthalonitriles
  作者：Maximilian N. Kopylovich、Vadim Yu. Kukushkin、Matti Haukka、Konstantin V. Luzyanin、Armando J. L. Pombeiro

  DOI：10.1021/ja046759i

  日期：2004.11.1

  A novel and efficient method is reported for the preparation of phthalocyanines from phthalonitrile or its derivatives which utilizes low-cost reagents of hydrolytic stability, high simplicity, and easy accessibility, i.e., oximes, and proceeds via an unprecedented double addition of oximes to the nitrile group.