1,3-bis[2'-(methoxycarbonyl)phenyl]triazene | 64879-75-0

• 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: 1,3-bis[2'-(methoxycarbonyl)phenyl]triazene
• 英文别名: Bis<2-methoxycarbonylphenyl>1,3-triazen；bis(o-carboxymethylphenyl)triazenide；1,3-bis((2-carboxymethyl)benzene)triazene；2,2'-triazene-1,3-diyl-di-benzoic acid dimethyl ester；2,2'-Triazen-1,3-diyl-di-benzoesaeure-dimethylester；1,3-Bis-(2-methoxycarbonyl-phenyl)-triazen；Dimethyl 2,2'-(1e)-triaz-1-ene-1,3-diyldibenzoate；methyl 2-[2-(2-methoxycarbonylphenyl)iminohydrazinyl]benzoate
• CAS: 64879-75-0
• 化学式: C₁₆H₁₅N₃O₄
• 分子量: 313.313
• InChiKey: UDQMIPNCOGNAGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3-bis[2'-(methoxycarbonyl)phenyl]triazene 在 KOH 作用下， 以 甲醇 、 乙醚 、 正己烷 为溶剂， 生成 [Rh3(μ-bis(o-carboxymethylphenyl)triazene)(μ-Cl)(μ-CO)Cl(CO)4]
  参考文献：
  名称：

  新月形的铑（I）与双（邻-羧甲基苯基）三叠氮化物的络合物。

  摘要：

  [[Rh（mu-Cl）（CO）2] 2]与三氮烯ArNNNHAr（Ar = o-CO2MeC6H4）反应生成单核络合物[RhCl（ArNNNHAr）（CO）2]（1）。配合物1与KOH在甲醇中的反应生成双核化合物[[Rh（mu-ArNNNAr）（CO）2] 2]（2），该化合物在两个桥联反应中均显示出“ mu-（1kappaN1,2kappaN3）-ArNNNAr”配位模式配体。双核复合物[[Rh（mu-ArNNNAr）（CO）2] 2]（2）容易发生重新分布反应，其中八元“ Rh2（NNN）2”核被破坏。因此，2与阴离子配合物（NHEt3）[RhCl2（CO）2]的反应得到了单桥式配合物（NHEt3）[Rh2（mu-ArNNNAr）Cl2（CO）4]（4），而三核配合物[ Rh3（mu-ArNNNAr）（mu-Cl）（mu-CO）Cl（CO）4]（5）和[Rh3（mu-ArNNNAr）2

  DOI：

  10.1021/ic049691g
• 作为产物：
  描述：

  2-Methoxycarbonyl-benzenediazonium 、 邻氨基苯甲酸甲酯 生成 1,3-bis[2'-(methoxycarbonyl)phenyl]triazene
  参考文献：
  名称：

  Grammaticakis, Bulletin de la Societe Chimique de France, 1957, p. 129,130

  摘要：

  DOI：

文献信息

• Synthesis, structures and catalytic activity of 1,3-bis(aryl)triazenide(p-cymene)ruthenium(II) complexes
  作者：Erick Correa-Ayala、Aida Valle-Delgado、Gustavo Ríos-Moreno、Daniel Chávez、David Morales-Morales、Simón Hernández-Ortega、Juventino J. García、Marco Flores-Álamo、Valentín Miranda-Soto、Miguel Parra-Hake

  DOI：10.1016/j.ica.2016.03.004

  日期：2016.5

  Abstract The synthesis, characterization, crystal structures and catalytic activity of four new 1,3-bis(aryl)triazenide(p-cymene)ruthenium(II) complexes bearing methoxycarbonyl (5), hydroxymethyl (6), acetylphenyl (7) in the ortho position, and methyl in the para position (8) of the bis(aryl)triazenide ligand are reported. These complexes were used as catalysts in the transfer hydrogenation reactions

  摘要四种新型的在甲壳中带有甲氧基羰基（5），羟甲基（6），乙酰苯基（7）的1,3-双（芳基）三叠氮化物（对伞花）钌（II）配合物的合成，表征，晶体结构和催化活性。报道了双（芳基）三叠氮化物配体的邻位和对位（8）的甲基。这些配合物在酮和烯酮的转移加氢反应中用作催化剂，相应醇的收率很好。与没有邻位取代基（8）的三叠氮化物配体（5-7）的芳基上具有邻位取代基的配合物相比，收率有显着差异。在烯酮向羰基的还原中也观察到良好的选择性。
• Synthesis and structure of a dinuclear copper complex of a bis(bidentate)triazenide ligand
  作者：J.Guillermo Rodrı́guez、Miguel Parra-Hake、Gerardo Aguirre、Fernando Ortega、Patrick J. Walsh

  DOI：10.1016/s0277-5387(99)00231-4

  日期：1999.10

  The synthesis and characterization of a dinuclear copper(II) complex with a bis(bidentate) ligand is reported. The ligand is a functionalized 1,3-diaryl triazene substituted with carboxymethyl groups at the ortho positions of the aryl rings. Reaction of this ligand with Cu-2(OAc)(4). 2H(2)O resulted in the formation of the Cu-2(OAc)(3)(triazenide) where the triazenide binds to each copper through one of the triazenide nitrogens and the carbonyl oxygen of the pendant esters. The structures of this dinuclear complex and of the ligand are reported. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
• Synthesis, characterization, and structure of dinuclear copper(I) and silver(I) complexes of ortho-functionalized 1,3-bis(aryl)triazenide ligands
  作者：Gustavo Rı́os-Moreno、Gerardo Aguirre、Miguel Parra-Hake、Patrick J Walsh

  DOI：10.1016/s0277-5387(02)01413-4

  日期：2003.2

  The synthesis, characterization, and crystal structures of dinuclear copper(l) and silver(l) complexes with a functionalized 1,3-diaryl triazenide ligand are reported. The triazene ligand is substituted with carboxymethyl groups in the ortho positions of the aryl rings that can coordinate to electron deficient metals. Reaction of this ligand with Cu(OAc) and Ag(OAc) resulted in the formation of dinuclear complexes with an eight-membered ring core composed of the two triazenide ligands and two metals. In these complexes, only one carbonyl group of each triazenide ligand binds to the metal centers. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Binuclear Palladium(I) and Palladium(II) Complexes of <i>ortho</i>-Functionalized 1,3-Bis(aryl)triazenido Ligands
  作者：Juan José Nuricumbo-Escobar、Carlos Campos-Alvarado、Gustavo Ríos-Moreno、David Morales-Morales、Patrick J. Walsh、Miguel Parra-Hake

  DOI：10.1021/ic700516p

  日期：2007.7.1

  Three new bis(aryl)triazene ligands, Ar-NNNH-Ar' [Ar = o-C6H4-CO2Me, Ar' = p-C6H4-CH3 (2); Ar = Ar' = o-C6H4-CO2Me (3); Ar = o-C6H4-SMe, Ar' = p-C6H4-CH3) (4)], have been synthesized. The reaction of 1-4 with PdCl2(NCCH3)(2) in the presence of a base afforded a series of binuclear diamagnetic palladium complexes. In these reactions, ligands 1-3 afforded the palladium(I) complexes [Pd-I(o-MeO2C-C6H4-NNN-o-C6H4-CO2Me)](2) (5, monoclinic, space group P2(1)/c, a = 8.6070(10) angstrom, b = 14.3220(10) angstrom, c = 12.7310(10) angstrom, beta = 100.2950(10)degrees, Z = 2), [Pd-I(o-MeO-C6H4-NNN-o-C6H4-OMe)](2) (6, triclinic, space group P1, a = 6.6288(5) angstrom, b = 10.2631(10) angstrom, c = 11.0246(11) angstrom, alpha = 85.579(6)degrees, beta = 80.885(6)degrees, gamma = 74.607(6)degrees, Z = 1), and [Pd-I(o-MeO2C-C6H4-NNN-p-C6H4-CH3)](2) (7, tetragonal, space group I41/a, a = 20.866(3) angstrom, b = 20.866(3) angstrom, c = 13.156(2) angstrom, Z = 8). In contrast, the reaction of ligand 4 with PdCl2(NCCH3)(2) resulted in the formation of a palladium(II) dimer, [Pd-II(o-MeS-C6H4-NNN-p-C6H4-CH3)Cl](2) (8, orthorhombic, space group P2(1)2(1)2, a = 10.4058(5) angstrom, b = 16.2488(8) angstrom, c = 9.9500(5) angstrom, Z = 2).
• VERNIN G.; SIV C.; METZGER J.; PARKANYI C., SYNTHESIS, 1977, NO 10, 691-
  作者：VERNIN G.、 SIV C.、 METZGER J.、 PARKANYI C.

  DOI：——

  日期：——