Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene-2,2'(-1H))2 | 481711-39-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene-2,2'(-1H))2
• 英文别名: Zn(II) (4,4'-dibutyl-3,3',5,5'-tetramethyldipyrrol-2,2'-ylmethene；Zn(3,3',5,5'-tetramethyl-4,4'-dibutyl-2,2'-dipyrrolylmethene-H)2；Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene(-1))2；Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene)2
• CAS: 481711-39-1
• 化学式: C₄₂H₆₂N₄Zn
• 分子量: 688.371
• InChiKey: YNRBXYTYOOJKPJ-OWJQTFHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene-2,2'(-1H))2 、 溶剂黄146 以 溶剂黄146 、 苯 为溶剂， 生成 zinc diacetate
  参考文献：
  名称：

  摘要：

  The kinetics of the dissociation of Co(II), Ni(II). and Zn(II) complexes with 4,4'-dibutyl-3,3',5,5'-tetramethyldipyrrol-2,2'-ylmethene was studied in acetic acid-benzene as a binary proton-donating solvent. The metal nature was found to affect the kinetic parameters of the process. Assumptions were made about the limiting step of the process and the effectiveness of d metal ions in the template synthesis of porphyrins from dipyrrolylmethenes.

  DOI：

  10.1023/a:1026067915376
• 作为产物：
  描述：

  Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene(-1))2 * 2(pyridine) 以 neat (no solvent) 为溶剂， 生成 Zn(3,3',5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene-2,2'(-1H))2
  参考文献：
  名称：

  Peculiarities of the interspecies interactions of metallocomplexes of structurally similar α,α-dipyrrolylmethene and porphyrin with organic solvents

  摘要：

  It was revealed that the ML2 complexes (L- is the anion of 3,3', 5,5'-tetramethyl-4,4'-dibutyldipyrrolylmethene; M = Cu2+, Zn2+) are coordinatively unsaturated and, therefore, are able to coordinate electrondonor molecular ligands (pyridine and dimethylformamide (DMFA)) with the formation of ML2 (Solv)(2) solvates stable in solutions and in the solid phase. The thermal decomposition of the crystal solvates prepared by isothermal vaporization of the solvent from solutions of the oligopyrrole chelates in pyridine, DMFA, and benzene was studied. Thermogravimetric measurements made it possible to determine the composition and temperature of onset of the decomposition of the crystal solvates and the enthalpy of vaporization of the solvent from them. Calorimetry of dissolution was used to investigate the transfer of the chelates from benzene into pyridine and DMFA and the extracoordination of electron-donor molecular ligands in solutions. The overall energetic characteristics of the ML-Solv interspecies interactions in the crystal solvates and solutions exhibited a close correlation. A comparison of the properties of ML2 and their structural analogues, MPs (H2P is 2,8,12,18-tetramethyl-3,7,13,17-tetrabutylporphyrine), demonstrated how cyclization affect the coordination properties of oligopyrrole chelates.

  DOI：

  10.1134/s0036024406130012

文献信息

• Influence of metal cation on chromophore properties of complexes of some d metals with α,α-dipyrrolylmethene
  作者：G. B. Guseva、E. V. Antina、M. B. Berezin、A. I. V’yugin

  DOI：10.1007/s11176-005-0152-y

  日期：2004.8

  In complexes of Cu2+, Ni2+, Co2+, Zn2+, and Hg2+ with 3,3′,5,5′-tetramethyl-4,4′-dibutyl-2,2′-dipyrrolylmethene, the d-metal ion exerts an auxochromic effect on the π system of the ligand, manifested in a bathochromic shift of the first absorption band in the spectrum of the complex, compared to the free ligand. Polarization of the chromophore π system in the complexes increases in the order Zn2+ < Hg2+ < Co2+ < Ni2+ < Cu2+. The Hg2+ ion in the complex with dipyrrolylmethene participates in mercuration of benzene and chloroform; the reaction with chloroform is faster, with the rates of both reactions strongly depending on temperature.

  在Cu2+、Ni2+、Co2+、Zn2+和Hg2+与3,3′,5,5′-四甲基-4,4′-二丁基-2,2′-二吡咯基甲烯的复合物中，d-金属离子对配体的π系统产生助色效应，表现为与游离配体相比，复合物光谱中第一吸收带的色散移位。复合物中发色团π系统的极化顺序为Zn2+吡咯基甲烯的复合物参与苯和氯仿的汞化反应；与氯仿的反应速度更快，两种反应的速度都强烈依赖于温度。
• Reactivity and zinc affinity of dipyrromethenes as colorimetric sensors: structural and solvation effects
  作者：Natalia A. Bumagina、Zinaida S. Krasovskaya、Alexander A. Ksenofontov、Elena V. Antina、Mikhail B. Berezin

  DOI：10.1016/j.molliq.2024.124397

  日期：2024.4

  effect of structural factors on the coloristic and spectral responses of the complexation of dipyrromethene ligands with zinc(II) acetate and the stability of the resulting complexes [ZnL], for which the lg values are varied from 6.4 to 10.9. The auxochromic action of Zn cations shifts the band maxima of electronic absorption spectra to the long wavelength region by 20–76 nm relative to the spectra of the

  合成了一系列具有不同性质、数量和烷基、芳基和氮杂取代基连接位置的二吡咯亚甲基（17个对象），并分析了分子结构特征对其光谱性质的影响。结果表明，由于二吡咯亚甲基配体主链的结构修饰，发色团在〜420至〜600 nm的宽光谱范围内吸收。含有 4-5 个甲基取代基的部分烷基化二吡咯亚甲基在 421 至 436 nm 区域吸收。对于完全烷基化的二吡咯亚甲基，对于具有 4,4'-取代基序列的配体，带最大位置移动到 437 至 446 nm 的区域：甲基、乙基、丙基、丁基、戊基、己基、庚基。当 3,3',5,5'-位置的四个甲基取代基被苯基取代时，观察到以 100 nm 红移（在 DMF 中）形式出现的最显着的光谱响应。用氮原子取代次甲基间隔基导致另外的红移 70 nm。特别关注结构因素对二吡咯亚甲基配体与乙酸锌(II)络合的色彩和光谱响应的影响的比较分析以及所得络合物[ZnL]的稳定性，其中lg值是变化的从
• ——
  作者：G. B. Guseva、E. V. Antina、A. S. Semeikin、M. B. Berezin、A. I. V'yugin

  DOI：10.1023/a:1020812804207

  日期：——

  Complexes of Cu2+, Ni2+, Co2+, Zn2+, and Hg2+ with 4,4'-dibutyl-3,3',5,5'-tetramethyldipyrrolyl-methene were synthesized. The stoichiometric compositions of the complexes in solution and in crystal were determined, and their electronic absorption spectra and thermooxidative degradation were studied.
• Thermal properties of ligands, salts and metal complexes of linear oligopyrroles
  作者：E. V. Antina、G. B. Gusev、E. V. Rumyantsev、N. A. Dudina

  DOI：10.1134/s1070363209090163

  日期：2009.9

  The effect of structure on the thermal properties of dipyrrolylmethanes, dipyrrolylmethenes, bis (dipyrrolylmethenes), their salts, and chelates is analyzed proceeding from the results of thermogravimetric analysis. The common tendency is a decrease in the thermal stability of compounds with a disturbed symmetry of alkyl substitution of ligands and with a higher degree of their alkylation, with the increased size of alkyl substituents, with the nitrogen atom in the five-member cycles replaced by S or O. The opposite effect occurs at the change in the mode of attaching methylene spacer in going from 2,2'- to 3,3'-bis(dipyrrolylmethenes). The effects of the themostabilization of the ligands of linear oligopyrroles in the composition of chelates and HBr salts are evaluated quantitatively.