cis-N,N'-bis(salicylidene)-1,2-cyclohexadiamine | 41013-27-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: cis-N,N'-bis(salicylidene)-1,2-cyclohexadiamine
• 英文别名: N,N'-cis-1,2-cyclohexylenebis(salicylideneamine)；cis-N,N'-bis(salicylidene)-1,2-cyclohexanediamine；N,N'-disalicylidene-cis-1,2-diaminocyclohexane；(1R,2S)-cis-N,N'-bis(salicylidene)-1,2-cyclohexanediamine；cis-1.2-bis-salicylidenamino-cyclohexane；cis-1.2-Bis-salicylidenamino-cyclohexan；c-salcn；rel-2,2'-((1E,1'E)-(((1R,2S)-Cyclohexane-1,2-diyl)bis(azanylylidene))bis(methanylylidene))diphenol；2-[[(1R,2S)-2-[(2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol
• CAS: 41013-27-8
• 化学式: C₂₀H₂₂N₂O₂
• 分子量: 322.407
• InChiKey: WCSLPBBQHFXWBW-HDICACEKSA-N

物化性质

• 熔点：
  132-134 °C
• 沸点：
  515.6±50.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-N,N'-bis(salicylidene)-1,2-cyclohexadiamine 、 thallium (I) ethoxide 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  席夫碱的光学活性配合物。第6部分。具有水杨醛四方席夫碱的钯（II）和铂（II）配合物

  摘要：

  描述了由水杨醛和（R）-1,2-二胺的缩合衍生的具有四齿Schiff碱的钯（II）和铂（II）配合物的合成和性能。在圆二色性和1 H nmr光谱的基础上讨论了铂（II）配合物的配体构象。还报道了钯（II）衍生物的圆二色性光谱的异常图案。

  DOI：

  10.1039/dt9810002147
• 作为产物：
  描述：

  Cis-1,2-diaminocyclohexane 、 水杨醛 以 乙醇 为溶剂， 以89%的产率得到cis-N,N'-bis(salicylidene)-1,2-cyclohexadiamine
  参考文献：
  名称：

  Saldach配体及其铁（III）配合物的抗癌活性与立体化学的关系

  摘要：

  (R,R)-、(S,S)- 和 (R,S)-N,N'-双(水杨烯)-1,2-二氨基环己烷 (saldach) 及其铁 (III) 配合物的抗癌活性被筛选出来针对 MCF-7 和 MDA-MB 231 乳腺癌以及 HT-29 结肠癌细胞。抗增殖作用取决于中心原子铁的存在，但与 saldach 配体的构型无关。虽然游离配体是无活性的，但铁 (III) 衍生物在 1 至 5 μM 的浓度范围内显示出抗癌活性，而与使用的细胞系无关。在 5 μM 时，它们甚至比顺铂更具活性。可以排除与顺铂相当的作用方式，因为 DNA 很可能不是 [FeIII (saldach)] 复合物的主要目标。

  DOI：

  10.1002/ardp.200900048

文献信息

• Optically active complexes of Schiff bases. Part 3. Complexes of iron(III) with quadridentate Schiff bases derived from salicylaldehyde
  作者：Michele Gullotti、Luigi Casella、Alessandro Pasini、Renato Ugo

  DOI：10.1039/dt9770000339

  日期：——

  Five-co-ordinate complexes of iron(III) have been prepared with quadridentate Schiff-base ligands obtained by the condensation of 2 mol of salicylaldehyde with 1 mol of a C-substituted diamine. They are neutral high-spin iron(III) species which in some cases can crystallize as dimers. depending on the solvent of crystallization and the natures of the apical anionic ligand. the substituents in the benzene

  铁（III）的五坐标络合物已经通过四价席夫碱配体制备，该配体是通过将2摩尔的水杨醛与1摩尔的C-取代的二胺缩合而获得的。它们是中性高自旋铁（III）在某些情况下可以结晶为二聚体的物种。取决于结晶的溶剂和顶端阴离子配体的性质。水杨醛的苯环上的取代基。和二胺。提出了一种基于红外光谱的区分单体和单体结构的新标准。仅在一种情况下，使用氰化物配体获得了阴离子低旋转物种。讨论了将碱加成至五坐标复合物以形成六坐标加合物的因素，以及四方席夫碱配体的构象方面。
• Preparation, characterization and thermogravimetric studies of [N,N′-cis-1,2-cyclohexylene bis(salicylideneaminato)]cobalt(II) and [N,N′-(±)-trans-1,2-cyclo-hexylene bis(salicylideneaminato)]cobalt(II)
  作者：R.C Felicio、E.T.G Cavalheiro、E.R Dockal

  DOI：10.1016/s0277-5387(00)00620-3

  日期：2001.2

  The synthesis, characterization and thermogravimetric studies of [N,N′-cis-1,2-cyclohexylene bis(salicylideneaminato)]cobalt(II), [Co(II)(c-Salcn)], and [N,N’-(±)-trans-1,2-cyclohexylene bis(salicylideneaminato)]cobalt(II), [Co(II)(t-Salcn)] are reported. The free ligands were characterized by elemental analyses, melting points, IR, electronic, and 1H and 13C NMR spectra. The cobalt(II) complexes were

  的合成，表征和热重研究[ Ñ，Ñ ' -顺-1,2-环己基双（salicylideneaminato）]合钴（II），[CO（II）（C ^ -Salcn）]和[ Ñ，N” -报道了（±）-反式-1,2-亚环己基双（水杨酰亚氨酰氨基）钴（II），[Co（II）（t -Salcn）]。游离配体的特征在于元素分析，熔点，IR，电子，1 H和131 H NMR谱。钴（II）配合物的特征在于元素分析，熔点，红外光谱和电子光谱。比较和讨论了游离配体和配合物的红外光谱和电子光谱。两种异构体的热重数据均显示了两步分解，但反式异构体的稳定性低于顺式。根据所使用的气氛，氮气或空气，形成不同的氧化钴作为最终的分解产物。
• Gullotti,M. et al., Gazzetta Chimica Italiana, 1972, vol. 102, p. 855 - 892
  作者：Gullotti,M. et al.

  DOI：——

  日期：——
• Ring-opening polymerization of lactide using salen–aluminum complexes bearing Schiff-base ligands derived from <i>cis</i>-1,2-cyclohexanediamine
  作者：Yuan Cui、Dongni Li、Bo Gao、Yuqi Zhou、Li Chen、Baoguo Qiu、Yanhui Li、Qian Duan、Ninghai Hu

  DOI：10.1080/00958972.2015.1121248

  日期：2016.2.16

  Three aluminum complexes supported by salen ligands derived from cis-1,2-cyclohexanediamine and salicylaldehyde derivatives were synthesized. They were characterized by H-1, C-13 NMR spectra, and elemental analysis. X-ray diffraction analysis revealed that aluminum was in distorted square pyramidal geometry in 2. These complexes were employed as catalysts for the ring-opening polymerization (ROP) of L-lactide and rac-lactide. Complex 2 showed the highest activity among these complexes with isopropanol for the ROP of L-lactide and 3 showed the highest stereoselectivity for the ROP of rac-lactide attaining partially isotactic polylactide with a P-m of 0.75. The kinetic data of the polymerization utilizing 3 as catalyst showed that the polymeric rate was first order to the monomer and catalyst.[GRAPHICS].
• Thermal decomposition of complexes
  作者：F. C. D. Lemos、M. Muraro、J. Zukerman-Schpector,、É. T. G. Cavalheiro、E. R. Dockal

  DOI：10.1023/b:jtan.0000027151.56337.a2

  日期：——

  The iron(II) complex of the Schiff bases trans-N,N'-bis(salicylidene)-1,2-cyclohexanediamine (Salen), manganese(II) and vanadyl complexes of the Schiff bases cis- and trans-N,N'-bis(salicylidene)-1, 2-cyclohexanediamine (Salen) were prepared and characterized by IR spectroscopy, and elemental analysis. These new complexes were submitted to thermal analysis (TG and DSC) under dynamic air atmosphere. The differences in the decomposition profiles were related to the structure of isomers and decomposition intermediates were characterized according to their X-ray diffraction pattern and by their infrared spectrum.