N,N'-dibenzyldiaminomaleonitrile | 51802-04-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N'-dibenzyldiaminomaleonitrile
• 英文别名: (Z)-2,3-bis(benzylamino)but-2-enedinitrile
• CAS: 51802-04-1
• 化学式: C₁₈H₁₆N₄
• 分子量: 288.352
• InChiKey: UJRWREKPQFJRGV-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-dibenzyldiaminomaleonitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 生成 N,N-Dibenzyldiiminosuccinonitril
  参考文献：
  名称：

  Hydrogen cyanide chemistry. VIII. New chemistry of diaminomaleonitrile. Heterocyclic synthesis

  摘要：

  DOI：

  10.1021/jo00930a004
• 作为产物：
  描述：

  N-Benzyldiaminomaleonitrile 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N,N'-dibenzyldiaminomaleonitrile
  参考文献：
  名称：

  卟啉嗪八胺，六胺和二胺衍生物的合成

  摘要：

  进行了各种具有可变氮取代基的取代的二氨基马来腈的合成。生成的二氨基马来腈的Linstead大环化使人们可以使用各种官能化的卟啉-辛胺和六胺以及去甲酞菁二胺。描述了这些大环向金属衍生物的转化以及对它们的电子吸收，溶解度和电化学的研究。这些柔性的四氮杂卟啉在一系列应用中显示出潜力，包括生物医学试剂，新型电荷转移络合物，化学传感器，新型电子材料和非线性光学。

  DOI：

  10.1016/j.tet.2005.03.090

文献信息

• Synthesis and characterisation of porphyrazinoctamine derivatives: X-ray crystallographic studies of [2,3,7,8,12,13,17,18-octakis(dibenzylamino)- porphyrazinato]magnesium(II) and {2,3,7,8,12,13,17,18-octakis[allyl(benzyl)amino]- porphyrazinato} nickel(II)
  作者：Neelakandha S. Mani、L. Scott Beall、Todd Miller、Oren P. Anderson、H�kon Hope、Sean R. Parkin、David J. Williams、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1039/c39940002095

  日期：——

  2,3-Bis(dibenzylamino)- and 2,3-bis[allyl(benzyl)amino]-2Z-butene-1,4-dinitriles are macrocyclised by reaction with magnesium propoxide in propanol to provide the corresponding (porphyrazinato)magnesium(II) derivatives, the structures of which are confirmed by X-ray crystallographic studies of the title magnesium and nickel(II) complexes; cyclisation of alternative diaminomaleonitrile derivatives gives the corresponding porphyrazinoctamines.

  2,3-双(二苄氨基)-和2,3-双[烯丙基(苄基)氨基]-2Z-丁烯-1,4-二腈通过与丙醇中的丙氧化镁反应进行大环化，得到相应的(卟啉亚氮)镁(II)衍生物，其结构通过对标题镁和镍(II)配合物的X射线晶体学研究得到确认；替代二氨基马来腈衍生物的环化反应则产生相应的卟啉八胺。
• Porphyrazines and Norphthalocyanines Bearing Nitrogen Donor Pockets:  Metal Sensor Properties
  作者：L. Scott Beall、Neelakandha S. Mani、Andrew J. P. White、David J. Williams、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/jo9802574

  日期：1998.8.1

  The amino-functionalized porphyrazines 1, 2, and 4 and norphthalocyanines 3 and 5, which were prepared via Linstead macrocyclization reactions of dinitrile precusors, were subject to UV-vis titrations in the presence of inorganic ions. These polydentate macrocycles are able to bind metal ions by the peripheral ligating diazacrown or vicinal diamine entities in addition to metal ion binding within the porphyrazine (norphthalocyanine) cavity. Although 1 only weakly bound Ag(I) and Hg(II), 2 to 5 were superior polydentate ligands. Surprisingly, porphyrazine 4 was a superior ligand for binding 4 equiv of Co(II), Cu(II), Zn(II), and Cd(II) than the corresponding tetracrowned porphyrazine 2. Both 2 and 4 were excellent ligands for peripherally complexing 4 equiv of Ag(I) and Hg(II) and only for one metal, Pb(II), was the crowned system 2 superior to 4. The crowned norphthalocyanine 3 was generally inefficient in the peripheral complexation of inorganic cations, whereas 5 was superior for the peripheral binding of Co(II), Cu(II), Zn(II), Cd(II), and Hg(II) (1 equiv). Again, only with Pb(II) was the crowned system 3 a superior ligand to 5. X-ray crystallographic characterization of diazacrown 12a, porphyrazine 1 (M = Mg), and the complexes of crown 12b with Cu(BF4)(2) and with HClO4 are reported.
• Acceptor substituted N-heterocyclic carbenes and their Rh(I)complexes: Synthesis, structure and properties
  作者：Agnes Bittermann、Peter Härter、Eberhardt Herdtweck、Stephan D. Hoffmann、Wolfgang A. Herrmann

  DOI：10.1016/j.jorganchem.2008.01.039

  日期：2008.6

  Rhodium(I) complexes of acceptor substituted N-heterocyclic carbenes were obtained either by transmetalation from the corresponding Ag(I) complexes or by thermal decomposition of corresponding pentafluorobenzene carbene adducts. All complexes were fully characterized by means of NMR- and mass spectroscopy. Compounds 5, 6, 7 and 11 were although characterized by single-crystal X-ray analysis. The relative sigma-donor/pi-acceptor strength of the NHC ligands was determined by means of IR spectroscopy. Dimerisation behaviour of Rh carbonyl complexes was studied. (C) 2008 Elsevier B.V. All rights reserved.
• Synthesis of porphyrazine-octaamine, hexamine and diamine derivatives
  作者：Matthew J. Fuchter、L. Scott Beall、Sven M. Baum、Antonio Garrido Montalban、Efstathia G. Sakellariou、Neelakandha S. Mani、Todd Miller、Benjamin J. Vesper、Andrew J.P. White、David J. Williams、Anthony G.M. Barrett、Brian M. Hoffman

  DOI：10.1016/j.tet.2005.03.090

  日期：2005.6

  diaminomaleonitriles gave access to a wide range of functionalized porphyrazine-octaamines and hexamines and norphthalocyaninediamines. Conversion of these macrocycles into metallic derivatives and studies of their electronic absorption, solubility and electrochemistry are described. These flexible tetraazaporphyrins show potential in a range of applications including biomedical agents, novel charge–transfer complexes

  进行了各种具有可变氮取代基的取代的二氨基马来腈的合成。生成的二氨基马来腈的Linstead大环化使人们可以使用各种官能化的卟啉-辛胺和六胺以及去甲酞菁二胺。描述了这些大环向金属衍生物的转化以及对它们的电子吸收，溶解度和电化学的研究。这些柔性的四氮杂卟啉在一系列应用中显示出潜力，包括生物医学试剂，新型电荷转移络合物，化学传感器，新型电子材料和非线性光学。
• Hydrogen cyanide chemistry. VIII. New chemistry of diaminomaleonitrile. Heterocyclic synthesis
  作者：R. W. Begland、D. R. Hartter、F. N. Jones、D. J. Sam、W. A. Sheppard、O. W. Webster、F. J. Weigert

  DOI：10.1021/jo00930a004

  日期：1974.8