1,1'-diindazolylphenylmethane | 105873-86-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1,1'-diindazolylphenylmethane
• 英文别名: bis(indazol-1-yl)phenylmethane；1-[indazol-1-yl(phenyl)methyl]indazole
• CAS: 105873-86-7
• 化学式: C₂₁H₁₆N₄
• 分子量: 324.385
• InChiKey: WOIGUGGPVLDUEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(norbornadiene)rhodium(I)chloride]2 、 1,1'-diindazolylphenylmethane 以 丙酮 为溶剂， 以82%的产率得到{((2,3,5,6-η)-bicyclo{2.2.1}hepta-2,5-diene)(bis(1H-indazol-1-yl)phenylmethyl)rhodium(I)}{((2,3,5,6-η)-bicylo{2.2.1}hepta-2,5-diene)(dichloro)rhodium(I)}
  参考文献：
  名称：

  （2,5-降冰片二烯）铑（I）与双和三（azol-1-yl）甲烷的配合物

  摘要：

  Reactions of bis[(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]bis(mu-chloro)dirhodium, [RhCl-(NBD)]2, with bis- and tris(azolyl)methanes have been performed in methanol and acetone with 1:1 and 1:2 [RhCl(NBD)]2/ligand molar ratios. The structures of the complexes have been characterized by infrared and H-1 and C-13 NMR spectroscopy as well as X-ray diffraction analysis. Cationic species have been evidenced in the solid state while equilibria between cationic and neutral species have been established in solution.

  DOI：

  10.1021/om00013a042
• 作为产物：
  描述：

  吲唑 在 cobalt(II) chloride 作用下， 以 乙醚 为溶剂， 生成 1,1'-diindazolylphenylmethane
  参考文献：
  名称：

  以双（吲唑-1-基）苯基甲烷为螯合配体的发光铜（I）配合物

  摘要：

  摘要 通过与 CuCl 或 [Cu(NCCH3) 反应，以氯化物或四氟硼酸盐的形式合成阳离子 Cu(I) 配合物 [Cu(N^N)2]+，其中 N^N 是双(吲唑-1-基)苯基甲烷。 4][BF4] 与双（吲唑-1-基）苯基甲烷在温和条件下反应。[Cu(N^N)2]Cl 的结构由单晶 X 射线衍射确定。根据实验数据和计算结果，该复合物在用近紫外光和紫光激发时呈现亮黄色发射，这归因于三重态 LLCT/MLCT 跃迁。

  DOI：

  10.1016/j.inoche.2020.107894

文献信息

• Reactivity of azoles towards benzaldehyde and its dimethylacetal. Synthesis of N,N'-diazolylphenylmethanes
  作者：P. Ballesteros、J. Elguero、R.M. Claramunt

  DOI：10.1016/s0040-4020(01)91435-8

  日期：1985.1

  Some 1,1'-diindazolylphenylmethanes have been prepared from indazoles and benzaldehyde in presence of zinc chloride as catalyst. The reaction was strongly dependent on the basic pKa 's of azoles and only few pyrazolyl derivatives could be prepared by this procedure. Extension of this method to other azoles was accomplished by using benzaldehyde dimethylacetal.

  在氯化锌的存在下，由吲唑和苯甲醛制备了一些1,1'-二吲唑基苯基甲烷。该反应是强烈依赖于基本的pK一个的唑类和仅少量的吡唑基衍生物可以通过此方法制备。通过使用苯甲醛二甲基乙缩醛可将该方法扩展至其他唑类。
• (2,5-Norbornadiene)rhodium(I) complexes with bis- and tris(azol-1-yl)methanes
  作者：Paloma Ballesteros、Concepcion Lopez、Carmen Lopez、Rosa M. Claramunt、Jose A. Jimenez、Mercedes Cano、Jose V. Heras、Elena Pinilla、Angeles Monge

  DOI：10.1021/om00013a042

  日期：1994.1

  Reactions of bis[(2,3,5,6-eta)-bicyclo[2.2.1]hepta-2,5-diene]bis(mu-chloro)dirhodium, [RhCl-(NBD)]2, with bis- and tris(azolyl)methanes have been performed in methanol and acetone with 1:1 and 1:2 [RhCl(NBD)]2/ligand molar ratios. The structures of the complexes have been characterized by infrared and H-1 and C-13 NMR spectroscopy as well as X-ray diffraction analysis. Cationic species have been evidenced in the solid state while equilibria between cationic and neutral species have been established in solution.
• Luminescent Cu(I) complex with bis(indazol-1-yl)phenylmethane as chelating ligand
  作者：Valentina Ferraro、Marco Bortoluzzi、Jesús Castro、Alberto Vomiero、Shujie You

  DOI：10.1016/j.inoche.2020.107894

  日期：2020.6

  Abstract The cationic Cu(I) complex [Cu(N^N)2]+, where N^N is bis(indazol-1-yl)phenylmethane, was synthesized as chloride or tetrafluoroborate salt by reacting CuCl or [Cu(NCCH3)4][BF4] with bis(indazol-1-yl)phenylmethane under mild conditions. The structure of [Cu(N^N)2]Cl was ascertained by single-crystal X-ray diffraction. The complex exhibited bright yellow emission upon excitation with near UV

  摘要 通过与 CuCl 或 [Cu(NCCH3) 反应，以氯化物或四氟硼酸盐的形式合成阳离子 Cu(I) 配合物 [Cu(N^N)2]+，其中 N^N 是双(吲唑-1-基)苯基甲烷。 4][BF4] 与双（吲唑-1-基）苯基甲烷在温和条件下反应。[Cu(N^N)2]Cl 的结构由单晶 X 射线衍射确定。根据实验数据和计算结果，该复合物在用近紫外光和紫光激发时呈现亮黄色发射，这归因于三重态 LLCT/MLCT 跃迁。