3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene | 856288-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene
• 英文别名: 3,3'4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene；4-ethyl-3,3',4,5,5'-pentamethyl-2,2'-dipyrrolylmethene；Hdpm；2-[(4-ethyl-3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-3,4,5-trimethylpyrrole
• CAS: 856288-72-7
• 化学式: C₁₆H₂₂N₂
• 分子量: 242.364
• InChiKey: FZXQWISZZLHFHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯化铒(III) 、 3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene 以 N,N-二甲基甲酰胺 为溶剂， 生成 Er(3,3',4,5,5'-pentamethyl-4'-ethyl-2,2'-dipyrrolylmethene(-1H))3
  参考文献：
  名称：

  Study of complexation of alkyl-substituted 2,2′-dipyrrolylmethene with lanthanide salts by electronic spectroscopy

  摘要：

  It has been found with the use of electronic spectroscopy that the reaction of alkyl-substituted 2,2'-dipyrrolylmethene with La(III), Pr(III), Sm(III), Dy(III), Ho(III), Er(IIII), and Yb(III) salts leads to the formation of tris(dipyrrolylmethene) complexes. Based on electronic absorption spectroscopy data and formation constants of lanthanide complexes, together with the earlier data, analysis of the nature of M-L bonds in 2,2'-dipyrrolylmethene chelates with p, d, and f elements has been performed. A correlation was found between the complex stability and the polarizing action of the complex-forming ion on the chromophore p system of dipyrrolylmethene, which allows one to classify these heterocyclic ligands with probes highly sensitive to the change in the ratio between the ionic and covalent contributions to coordination interactions.

  DOI：

  10.1134/s0036023610060161

文献信息

• Coordination interactions of alkyl-substituted 2,2′-dipyrrolylmethene derivatives with copper(II) aminoacid complexes
  作者：E. V. Rumyantsev、I. E. Kolpakov、Yu. S. Marfin、E. V. Antina

  DOI：10.1134/s1070363209030232

  日期：2009.3

  Using the method of electron spectroscopy we showed that reaction of alkyl-substituted 2,2'-dipyrrolylmethene derivatives with copper(II) aminoacid complexes led to the formation of heteroligand complexes with two chelated metallocycles forming their coordination sphere. Formation constants of the heteroligand complexes were established and their interrelations with the structure of the aminoacid residue side group were elucidated. It was found that alongside the ability to the primary solvolytic dissociation of aminoacid complex, the main effect on the formation of combined coordination sphere of the chelate is defined by the steric factor depending on the structure of substituent in the aminoacid.
• Formation kinetics of heteroligand Ni(II) complex with alkyl-substituted 2,2′-dipyrrolylmethenes
  作者：E. V. Rumyantsev、A. Desoki、Yu. S. Marfin、E. V. Antina

  DOI：10.1134/s003602361109021x

  日期：2011.9

  The formation kinetics of heteroligand Ni(II) complexes with alkylated dipyrrolylmethenes of symmetric and asymmetric structure was studied. The kinetic and activation parameters of the reactions were determined. The spectral and kinetic data obtained, as well as available data on the solvation of Ni(II) acetate in electron-donor solvents, allowed us to propose an associatively activated concerted mechanism. The Ni( II) complex formation is mainly determined by the rate of substitution of the entering ligand for solvent molecules in the initial Ni( II) complex, that is, by creation of conditions for efficient donor-acceptor interaction.
• Trends in formation and stability of homo- and heteroligand d-metal complexes with 2,2′-dipyrrolylmethenes in dimethylformamide
  作者：E. V. Rumyantsev、A. Desoki、E. V. Antina

  DOI：10.1134/s0036023609110084

  日期：2009.11

  The reactions of symmetric and nonsymmetric alkyl-substituted 2,2'-dipyrrolylmethenes with Cu(II), Ni(II), Co(II), Zn(II), Cd(II), and Hg(II) acetates in dimethylformamide solutions at 298.15 K were studied. The formation of hetero- and homoligand complexes was observed in the systems studied depending on the concentration conditions and the nature of the complexing metal. The stepped and complete constants of formation for metal complexes were determined. The key trends of the influence of the metal and ligand nature on the stabilization of the complexes were established.
• Study of complexation of alkyl-substituted 2,2′-dipyrrolylmethene with lanthanide salts by electronic spectroscopy
  作者：E. V. Rumyantsev、A. Desoky、E. V. Antina

  DOI：10.1134/s0036023610060161

  日期：2010.6

  It has been found with the use of electronic spectroscopy that the reaction of alkyl-substituted 2,2'-dipyrrolylmethene with La(III), Pr(III), Sm(III), Dy(III), Ho(III), Er(IIII), and Yb(III) salts leads to the formation of tris(dipyrrolylmethene) complexes. Based on electronic absorption spectroscopy data and formation constants of lanthanide complexes, together with the earlier data, analysis of the nature of M-L bonds in 2,2'-dipyrrolylmethene chelates with p, d, and f elements has been performed. A correlation was found between the complex stability and the polarizing action of the complex-forming ion on the chromophore p system of dipyrrolylmethene, which allows one to classify these heterocyclic ligands with probes highly sensitive to the change in the ratio between the ionic and covalent contributions to coordination interactions.