1-benzyl-2-(4'-chlorophenylazo)imidazole | 189178-23-2

• 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'-chlorophenylazo)imidazole
• 英文别名: 1-benzyl-2-(4-chloro-phenylazo)imidazole；1-benzyl-2-(p-chlorophenylazo)imidazole；1-benzyl-2-(p-Cl-C6H4-NN)imidazole；ClaaiBz；1-Benzyl-2-[(E)-(4-chlorophenyl)diazenyl]-1H-imidazole；(1-benzylimidazol-2-yl)-(4-chlorophenyl)diazene
• CAS: 189178-23-2
• 化学式: C₁₆H₁₃ClN₄
• 分子量: 296.759
• InChiKey: AOOXTHRHXPYQOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 1-benzyl-2-(4'-chlorophenylazo)imidazole 以 正己烷 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Misra, Tarun Kumar; Sinha, Chittaranjan, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1999, vol. 38, # 4, p. 346 - 349

  摘要：

  DOI：

文献信息

• Ruthenium(II) complexes of α-diimines: synthesis, spectral characterisation, electrochemical properties and single-crystal X-ray structure of bis(2,2′-bipyridine){1-benzyl-2-(p-tollylazo)imidazole}ruthenium(II) perchlorate
  作者：Sanjib Pal、Tarun K. Misra、Chittaranjan Sinha、Alexander M.Z. Slawin、J.Derek Woollins

  DOI：10.1016/s0277-5387(00)00447-2

  日期：2000.9

  [Ru(bpy)2(RaaiR′)](ClO4)2·H2O (bpy=2,2′-bipyridine; RaaiR′=1-alkyl-2-(arylazo)imidazole) have been synthesized by a silver-assisted route [Ru(bpy)2Cl2+RaaiR′+AgNO3+NaClO4/Ru(bpy)2Cl2+[Ag(RaaiR′)2](ClO4)]. The structures of the complexes have been supported by the single-crystal X-ray diffraction study and the stereochemistry are assessed by 1H NMR spectral data. All the complexes show two metal-to-ligand charge

  摘要混合配体三螯合物[Ru（bpy）2（RaaiR'）]（ClO4）2·H2O（bpy = 2,2'-联吡啶; RaaiR'= 1-烷基-2-（芳基偶氮）咪唑）具有通过银辅助路线[Ru（bpy）2Cl2 + RaaiR'+ AgNO3 + Na / Ru（bpy）2Cl2 + [Ag（RaaiR'）2]（ ）]合成。配合物的结构已得到单晶X射线衍射研究的支持，并通过1 H NMR光谱数据评估了立体化学。所有的络合物在约200nm的可见光区域均显示出两个金属至配体的电荷转移（MLCT）跃迁。此处还介绍了400和500 nm及其发射光谱。循环伏安研究显示，乙腈溶液中RuIII / II的电势较高（1.4 V vs. SCE），并且在SCE呈负值时连续出现三个配体还原。第一金属和后续配体氧化还原电势的差异与MLCT谱带的νCT线性相关。
• Synthesis and multinuclear NMR investigation on gold(III)-triphenylphosphine-pentafluorophenyl-arylazoimidazole
  作者：P. Byabartta

  DOI：10.1134/s1070328409040046

  日期：2009.4

  Reaction of [Au(C6F5)(PPh3)(OSO2CF3)2] with RaaiR′ in dichloromethane medium followed ligand addition leads to [Au(PPh3)(C6F5)(RaaiR′)](OSO2CF3)2 where RaaiR′ = p-R-C6H4-N=N-C3H2-NN-1-R′ (I–III), abbreviated as N, N′-chelator, where N(imidazole) and N(azo) represent N and N′, respectively; R = H (a), Me (b), Cl (c) and R′ = Me (I), CH2CH3 (II), CH2Ph (III), PPh3 is triphenylphosphine, OSO2CF3 is the

  [Au（C 6 F 5）（PPh 3）（OSO 2 CF 3）2 ]与RaaiR'在二氯甲烷介质中的反应，然后进行配体添加，生成[Au（PPh 3）（C 6 F 5）（RaaiR'）] （OSO 2 CF 3）2，其中RaaiR'= p -RC 6 H 4 -N = NC 3 H 2 -NN-1-R'（I–III），缩写为N，N'-螯合剂，其中N（咪唑）和N（偶氮）分别代表N和N'；R = H（a），Me（b），Cl（c）和R'= Me（I），CH 2 CH 3（II），CH2 Ph（III），PPh 3是三苯基膦，OSO 2 CF 3是三氟甲磺酸根阴离子。在ESI质谱图中观察到相应分子的最大分子峰。配合物的红外光谱显示-C = N-和-N = N-由于三苯基膦和三苯基膦的存在而在〜1590和1370 cm -1附近以及在〜1100、755、695、545和505 cm -1附近拉伸。五氟苯环。的1个1
• Palladium(II)-dppe-arylazoimidazole complexes: Synthesis, and spectroscopic characterization
  作者：Prithwiraj Byabartta

  DOI：10.1134/s0036023610070107

  日期：2010.7

  Reaction of [Pd(dppe)Cl-2/Br-2] with AgOTf in a dichloromethane medium followed by ligand addition led to [Pd(dppe)(OSO2CF3)(2)] and then [Pd(dppe)(RaaiR)](OSO2CF3)(2) [RaaiR' = p-R-C6H4-N=N-C3H2-NN-1-R', (1-3), abbreviated as a N,N'-chelator, where N(imidazole) and N(azo) are represented by N and N', respectively; R = H (a), Me (b), Cl (c) and R' = Me (1), CH2CH3 (2), CH2Ph (3), OSO2CF3 is the triflate anion, dppe = 1,2-bis-(diphenylphosphinoethane)]. P-31 "H-1" NMR confirmed that due to the two phosphorus atom interaction in the azoimine symmetrical environment one sharp peak was formed. The H-1 NMR spectral measurements suggest that azo-imine link with lot of phenyl protons in the aromatic region. C-13 (H-1) NMR spectrum, H-1, H-1 COSY and H-1, C-13 HMQC spectrum assign the solution structure and stereo-retentive conformation in each complex.
• Misra; Das; Sinha, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1998, vol. 37, # 8, p. 739 - 742
  作者：Misra、Das、Sinha

  DOI：——

  日期：——
• Gold(III)-chloro-diphenylphosphinoammine-arylazoimidazole complexes: Synthesis, spectroscopic and redox study
  作者：Prithwiraj Byabartta

  DOI：10.1016/j.molstruc.2007.03.014

  日期：2008.2

  The complex [Au-III(dppa)Cl-2(tht)(4)](OSO2CF3), with ligand addition produce [Au-III(dppa)Cl-2(RaaiR')(2)](OTf)(4) [RaaiR'=p-R-C-6 H-4-N=N-C3H2 -NN-1-R', (1-3), abbreviated as N,N'-chelator, where N(imidazole) and N(azo) represent N and N', respectively; R = H (a), Me (b), Cl (c) and R' = Me (1), CH2CH3 (2), CH2Ph (3), dppa is diphenylphosphinoamine, OSO2CF3 is triflate anion, tht is tetrahydrothiophen]. IR spectra of the complexes show -C=N- and -N=N- stretching near at 1590 and 1370 cm(-1) and near at 1100, 755, 695, 545, 505 cm-1 for dppa. The H-1 NMR spectral measurements suggest methylene, -CH2-, in [Au-2(dppa)Cl-2(RaaiCH(2)CH(3))(2)](4+), giving a complex AB type multiplet splitting while in [Au-2(dppa)Cl-2(RaaiCH(2)Ph)(2)](4+), AB type quartet splitting. C-13 (H-1) NMR spectrum suggest the molecular skeleton. Electrochemistry show the ligand reductions at the negative to SCE. (c) 2007 Elsevier B.V. All rights reserved.