1-benzyl-2-(4'-methoxyphenylazo)imidazole | 189178-22-1

• 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: 1-benzyl-2-(4'-methoxyphenylazo)imidazole
• 英文别名: p-MeOC6H4NNC3N2H2CH2C6H5；1-Benzyl-2-[(E)-(4-methoxyphenyl)diazenyl]-1H-imidazole；(1-benzylimidazol-2-yl)-(4-methoxyphenyl)diazene
• CAS: 189178-22-1
• 化学式: C₁₇H₁₆N₄O
• 分子量: 292.34
• InChiKey: DIQVOOBSMKGBBG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tetrakis(acetonitrile)copper(I) perchlorate 、 1-benzyl-2-(4'-methoxyphenylazo)imidazole 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Misra; Das; Sinha, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1998, vol. 37, # 8, p. 739 - 742

  摘要：

  DOI：

文献信息

• Synthesis, spectral studies, crystal structure and redox properties of homoleptic tris-chelated ruthenium(II)-arylazoimidazoles
  作者：Sk. Jasimuddin、P. Byabartta、G. Mostafa、T.-H. Lu、C. Sinha

  DOI：10.1016/j.poly.2003.10.018

  日期：2004.3

  UV–Vis spectra of the complexes show an intense peak in the visible region (510–570 nm) and it has been assigned to a MLCT transition. Cyclic voltammetry of the complexes shows one metal oxidation Ru(II)/Ru(III) at 1.2–1.5 V and three successive ligand reduction couples negative to SCE as the reference electrode.

  Tris螯合的[Ru（o / p -RaaiR '）3 ] Cl 2（其中RaaiR ' = 1-烷基-（2-芳基偶氮）咪唑，R = H（5），p -Me（6）p -OMe（7）o- OMe（8），R '＝ Me（a），Et（b），CH 2 Ph（c））是通过微波技术制备的。配合物的特征在于IR，UV-Vis和1 H NMR光谱数据。在一种情况下[Ru（o-OMeaaiCH 2 Ph）3 ] Cl 2。配合物的UV-Vis光谱在可见光区域（510-570 nm）出现一个强烈的峰，并且已被指定为MLCT跃迁。配合物的循环伏安法显示在1.2–1.5 V时有一种金属氧化Ru（II）/ Ru（III），并且三个连续的配体还原对SCE负电偶作为参比电极。
• Bag; Misra; Sinha, Journal of the Indian Chemical Society, 1998, vol. 75, # 7, p. 421 - 422
  作者：Bag、Misra、Sinha

  DOI：——

  日期：——
• Chemistry of Azoimidazoles: Synthesis, Spectral Characterization, Electrochemical Studies, and X-ray Crystal Structures of Isomeric Dichloro Bis[1-alkyl-2-(arylazo)imidazole] Complexes of Ruthenium(II)
  作者：Tarun Kumar Misra、Debasis Das、Chittaranjan Sinha、Ghosh、Chandan Kumar Pal

  DOI：10.1021/ic970446p

  日期：1998.4.20

  Several new ligands, azoimidazoles belonging to the class 1-methyl-2-(arylazo)imidazoles (L-1 (3)) and 1-benzyl 2-(arylazo)imidazoles (L-2 (4)) (R = H (a), Me (b), OMe (c), Cl (d), NO2 (e)) have been synthesized and reacted with RuCl3 in ethanol under refluxing conditions. Two isomers of the composition RuL2Cl2, green (i) and blue (iii): are chromatographically separated. The green isomer is quantitatively transformed to the blue isomer on refluxing in a high boiling solvent. The isomeric structures have been confirmed by X-ray crystallography. Crystal data are as follows. Green complex C38H34Cl2N8Ru (6a): crystal system monoclinic; space group C2/c; a 15.650(8) Angstrom; b = 22.766(14) Angstrom: c = 11.473(5) Angstrom: beta = 119.27(4)degrees; V = 3573(3) Angstrom(3) Z = 4; R = 3.59%; R-w = 4.38%. Blue complex C22H24Cl2N8Ru(7b): crystal system monoclinic; space group P2(1)/n, a = 9.547(6) Angstrom; b = 22.554(14) Angstrom; c = 11.745(8) Angstrom: beta = 99.07(5)degrees; V = 2498(3) Angstrom(3); Z = 4; R = 3.15%; R-w = 4.51%. With reference to the pairs of Cl, N(imidazole), and N(azo) bound to Ru, the green isomer (6a) has a trans-cis-cis configuration and the blue isomer (7b) is cis-trans-cis. In both structures the Ru-N(azo) distances are relatively shorter than Ru-N(imidazole). indicating stronger bonding in the former and the presence of a Ru-L pi-interaction that is localized in the Ru-azo fragment. The isomer configuration is supported by IR and H-1 NMR data. The compounds exhibit t(2)(Ru) --> pi*(L) MLCT transitions in the visible region. Redox studies show the Ru(TLI)/Ru(II) couple in the green complexes (5, 6) at 0.6-0.7 V and in the blue complexes at 0.7-0.8 V versus SCE and two successive e azo reductions. The difference in the first metal and ligand redox potentials is linearly correlated with nu(CT) (t(2)(Ru) --> pi*(L).