cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane | 175551-27-6

• 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: cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane
• 英文别名: cis,cis-1,3,5-tris(E,E-cinnamylideneamino)cyclohexane；cis,cis-1,3,5-tri-(E,E)-cinnamylideneaminocyclohexane
• CAS: 175551-27-6
• 化学式: C₃₃H₃₃N₃
• 分子量: 471.645
• InChiKey: PEOOSTWMKUDFOG-YWFOHFHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.08
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  zinc(II) sulfate heptahydrate 、 cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane 以 甲醇 为溶剂， 以89%的产率得到cis,cis-1,3,5-tri-(Z,E)-cinnamylideneamino-κ(3)N,N',N''-cyclohexane(sulfato-κO)zinc(II), ethanol-methanol solvate
  参考文献：
  名称：

  Preparations and structure of noval cis,cis-1,3,5-triaminocyclohexana based zinc complexes: development of new carbonic anhydrase models with variable superstructures

  摘要：

  配体顺,顺-1,3,5-三-(E)-苄叉氨基环己烷和顺,顺-1,3,5-三-(E,E)-肉桂叉氨基环己烷与锌盐的反应得到了两种新的金属配合物，其单晶X射线结构显示出不寻常的、立体化学上刚性的超结构。

  DOI：

  10.1039/cc9960000027

文献信息

• Catalytic decomposition of dialkyl pyrocarbonates to dialkyl carbonates and carbon dioxide in dichloromethane by a discrete cobalt(II) alkoxide species generated in situ †
  作者：Bryan Greener、Paul H. Walton

  DOI：10.1039/a705144a

  日期：——

  Dimethyl pyrocarbonate (dmpc) [dimethyl µ-oxo-bis(dioxocarbonate)] and diethyl pyrocarbonate (depc) were catalytically decomposed to dimethyl and diethyl carbonate respectively and carbon dioxide in the presence of [CoL(OR)]+ [L = cis,cis-1,3,5-tris(E,E-cinnamylideneamino)cyclohexane, R = methyl or ethyl] which we propose to be generated in situ during reaction in dichloromethane. The activity of the catalyst is undiminished after 60 000 turnovers. In both cases the catalytic rate enhancement for the decomposition is in excess of 107 dm3 mol–1 of catalyst. The catalytic process follows Michaelis–Menten type kinetics and kobs is 2.2(2) s–1 for dmpc decomposition and 1.3(2) s–1 for depc decomposition. Activation energies for the catalytic decomposition are Edmpc = 113(5) and Edepc = 120(11) kJ mol–1. A mechanism involving cobalt-bound alkoxide attack on dialkyl pyrocarbonate is proposed. The crystal structure of [CoL(Cl)] BPh4 has been determined by single-crystal X-ray diffraction.

  二甲基过碳酸酯（dmpc）[二甲基μ-氧基双（二氧碳酸酯）]和二乙基过碳酸酯（depc）在[CoL(OR)]+的存在下催化分解为二甲基和二乙基碳酸酯以及二氧化碳，其中[L = cis,cis-1,3,5-三（E,E-肉桂基氨基）环已烷，R = 甲基或乙基]，我们假设该物质是在反应过程中在二氯甲烷中原位生成的。催化剂在经历60,000次循环后活性未减。在这两种情况下，分解的催化速率增加超过107 dm³ mol⁻¹的催化剂。催化过程遵循Michaelis-Menten型动力学，dmpc分解的kobs为2.2(2) s⁻¹，而depc分解的kobs为1.3(2) s⁻¹。催化分解的活化能分别为Edmpc = 113(5)和Edepc = 120(11) kJ mol⁻¹。提出一种涉及钴配位烷氧基对二烷基过碳酸酯攻击的机制。[CoL(Cl)] BPh4的晶体结构通过单晶X射线衍射法确定。
• Preparations and structures of two cis,cis-1,3,5-triaminocyclohexane-based complexes containing hydrogen-bonded solvent molecules
  作者：Leroy Cronin、Bryan Greener、Madeleine H. Moore、Paul H. Walton

  DOI：10.1039/dt9960003337

  日期：——

  Reactions of cis,cis-1,3,5-tri-(E,E)-cinnamylideneaminocyclohexane and the new molecule cis,cis-1,3,5-tri-(E,E)-3-(2-furyl)prop-2-en-1-ylideneaminocyclohexane with diacetatonickel(II) hydrate and bis(tetrafluoroborato)cobalt(II) hydrate respectively afforded two novel metal complexes, the crystal structures of which showed chains of hydrogen-bonded solvent molecules within a rigid hydrophobic cavity.

  cis,cis-1,3,5-tri-(E,E)-肉桂基氨基环己烷与新分子cis,cis-1,3,5-tri-(E,E)-3-(2-furyl)的反应丙-2-烯-1-亚基氨基环己烷与二乙酰镍(II)水合物和双(四氟硼)钴(II)水合物分别提供了两种新型金属配合物，其晶体结构显示出刚性疏水空腔内的氢键溶剂分子链。
• Syntheses and structures of a range of metal complexes with the ligand cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane
  作者：Bryan Greener、Simon P. Foxon、Paul H. Walton

  DOI：10.1039/b000441n

  日期：——

  The ligand cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane (Ph-protach) was coordinated with a range of metal salts. The products were characterised by IR and 1H NMR spectroscopies and FAB+MS. In addition, the complexes [Cu(Ph-protach)(η2-SO4)][Cu(Ph-protach)(η1-SO4)(CH3OH)], [Ni(Ph-protach)(Cl)]BPh4, [Zn(Ph-protach)(Cl)]BPh4 and [Cd(Ph-protach)(NO3)(CH3OH)]BPh4 were structurally analysed by single crystal X-ray diffraction. Each complex exhibits an N3 face-capping coordination geometry around the metal ion and a stereochemically-rigid hydrophobic cavity around the metal ion's remaining coordination site(s).

  配体 cis,cis-1,3,5-(E,E)-tris(phenylpropenylideneamino)cyclohexane (Ph-protach) 与一系列金属盐配位。通过红外光谱、1H NMR 光谱和 FAB+MS 对产物进行了表征。此外，还通过单晶 X 射线衍射分析了[Cu(Ph-protach)(η2-SO4)][Cu(Ph-protach)(η1-SO4)(CH3OH)]、[Ni(Ph-protach)(Cl)]BPh4、[Zn(Ph-protach)(Cl)]BPh4 和 [Cd(Ph-protach)(NO3)(CH3OH)]BPh4 复合物的结构。 每种复合物在金属离子周围都呈现出 N3 面帽配位几何结构，而在金属离子的其余配位位点周围则呈现出立体化学刚性疏水空腔。