trans-1,4-dibenzylideneaminocyclohexane | 113282-18-1

• 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: trans-1,4-dibenzylideneaminocyclohexane
• CAS: 113282-18-1
• 化学式: C₂₀H₂₂N₂
• 分子量: 290.408
• InChiKey: QSMWIVPNNRNHKS-MXVIHJGJSA-N

物化性质

• 沸点：
  447.5±38.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trans-1,4-dibenzylideneaminocyclohexane 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以1.22 g的产率得到N,N'-dibenzylcyclohexane-trans-1,4-diamine
  参考文献：
  名称：

  Intramolecular Trapping of an Intermediate in the Reduction of Imines by a Hydroxycyclopentadienyl Ruthenium Hydride:  Support for a Concerted Outer Sphere Mechanism

  摘要：

  Reduction of imines by [2,5-ph(2)-3,4-Tol(2)(eta(5)-C4COH)]Ru(CO)(2)H (1) produces kinetically stable ruthenium amine complexes. Reduction of an imine possessing an intramolecular amine was studied to distinguish between inner sphere and outer sphere mechanisms. 1,4-(BnNH)-N-15(c-C6H10)=NBn (12) was reduced by 1 in toluene-d(8) to give 85% of [2,5-Ph-2-3,4-Tol(2) (eta(4)-C4CO)](CO)(2)RuNHBn(c-C6H10)(NHBn)-N-15 (16-RuN,N-15), resulting from coordination of the newly formed amine to the ruthenium center, and 15% of trapping product [2,5-Ph-2-3,4-Tol(2) (eta(4)-C4CO)](CO)(2)(RuNHBn)-N-15(c-C6H10)NHBn (16-(RuN)-N-15,N), resulting from coordination of the intramolecular trapping amine. These results provide support for an outer sphere transfer of hydrogen to the imine to generate a coordinatively unsaturated intermediate, which can be trapped by the intramolecular amine. An opposing mechanism, requiring coordination of the imine nitrogen to ruthenium prior to hydrogen transfer, cannot readily explain the observation of the trapping product 16-(RuN)-N-15,N.

  DOI：

  10.1021/ja073370x
• 作为产物：
  描述：

  trans-1,4-Diaminocyclohexane 、 苯甲醛 以 乙醇 为溶剂， 反应 20.0h， 以76.1%的产率得到trans-1,4-dibenzylideneaminocyclohexane
  参考文献：
  名称：

  羰基铁络合物中芳族亚胺的配位模式的变化：有机金属模型化合物中的键长与催化C–C键形成反应中配体的反应性之间是否存在相关性？

  摘要：

  芳族亚胺与Fe 2（CO）9的反应通过两步反应顺序进行。邻位AC–H活化反应在相对于环外亚胺功能的-位置上，进行朝向前亚胺碳原子的分子内氢转移反应。所得的双核羰基铁配合物显示出氮杂-ferra-环戊二烯配体，该配体由第二三羰基铁部分配位。比较了我们合成的43种不同化合物的键长并对其结构进行了结构表征，结果表明，铁-铁键长与其中一个铁碳键长相关。顶端配位的铁原子与紧邻前一个亚胺碳原子的碳原子之间的铁碳键越长，铁-铁键越短。相同的配体可用作钌催化的CC键形成反应的底物。在亚胺官能团的邻位上，在相同反应条件下在模型化合物中显示最长铁碳键长度的配体会产生不同类型的异吲哚酮。

  DOI：

  10.1016/j.jorganchem.2005.04.056

文献信息

• Failla, Salvatore; Finocchiaro, Paolo; Hagele, Gerhard, Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 82, # 1-4, p. 79 - 90
  作者：Failla, Salvatore、Finocchiaro, Paolo、Hagele, Gerhard、Rapisardi, Roberto

  DOI：——

  日期：——
• Stabilization of [(nBu2SnCl)(μ-Cl)2(ClSnnBu2)] within the solid-state structure of a Chlorodi-n-butyltin(IV) dithiocarbamate
  作者：Ericka Santacruz-Juárez、Jorge Cruz-Huerta、Aarón Torres-Huerta、María G. Hernández-Cruz、Victor Barba、Hugo Tlahuext、Herbert Höpfl

  DOI：10.1016/j.jorganchem.2014.07.027

  日期：2014.11

  The combination of bis-dithiocarbamate ligands derived from N,N'-dibenzylcyclohexane-trans-1,4-diamine with dimethyl- and di-n-butyltin(IV) dichloride provided two discrete dinuclear complexes of the composition [(Me2SnCl)(2)(bis-dtc)]center dot 2CHCl(3) (1) and [(nBu(2)SnCl)(2)(bis-dtc)] (2) with bis-dtc = N,N'-dibenzylcyclohexane-trans-1,4-diamine-bisdithiocarbamate. Additionally, single crystals of the composition [(nBu(2)SnCl)(mono-dtc)]center dot[nBu(2)SnCl(2)](2) (3) with mono-dtc = N,N'-dibenzylcyclohexane-trans-1,4-diamine-monodithiocarbamate were isolated. Within the crystal structures of the three complexes, a varied number of common (C-H center dot center dot S, C-H center dot center dot center dot Cl and N-H center dot center dot center dot Cl) and less common (S center dot center dot center dot S, S center dot center dot center dot Cl, Cl center dot center dot center dot Cl, Cl center dot center dot center dot N and Cl center dot center dot center dot Sn) secondary interactions were observed and analyzed. The supramolecular solid-state organization of [(Me2SnCl)(2)(bis-dtc)]center dot 2CHCl(3) revealed the presence of channels, which were filled with chloroform molecules. In the crystal structure of [(nBu(2)SnCl)(mono-dtc)]center dot[nBu(2)SnCl(2)](2), the di-n-butyltin dichloride units are arranged in form of a so far unknown dimeric aggregate of the composition [(nBu(2)SnCl)(mu-Cl)(2)(ClSnnBu(2))]. The latter assembly represents thus a rare example for a two-component co-crystalline assembly, in which a relatively large non-solvent molecule with unusual molecular structure is stored and stabilized. (C) 2014 Elsevier B. V. All rights reserved.
• N,N?-Acylated 2,4-diazabicyclo[3.3.1]nonanes and 2,4-diazabicyclo [3.2.1]octanes from alicyglic bisazomethines
  作者：N. E. Agafonov、G. Ya. Kondrat'eva、V. S. Bogdanov

  DOI：10.1007/bf01455484

  日期：1988.4