N,N'-bis[(2-(cyclohexylamino)benzylidene)]-1,3-propanediamine | 1370529-98-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-bis[(2-(cyclohexylamino)benzylidene)]-1,3-propanediamine
• 英文别名: N-cyclohexyl-2-[3-[[2-(cyclohexylamino)phenyl]methylideneamino]propyliminomethyl]aniline
• CAS: 1370529-98-8
• 化学式: C₂₉H₄₀N₄
• 分子量: 444.663
• InChiKey: OTJDDCGXMVUAHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis[(2-(cyclohexylamino)benzylidene)]-1,3-propanediamine 、 三甲基铝 以 正庚烷 、 甲苯 为溶剂， 以68%的产率得到[(AlMe2)2(N,N'-bis[2-(cyclohexylamino)benzylidene]-1,3-propanediamine)]
  参考文献：
  名称：

  Anilido-aldimine aluminum complexes: Synthesis, characterization and lactide polymerization

  摘要：

  The synthesis of six bimetallic dimethyl aluminum anilido-aldimine complexes, active for the ring opening polymerization of rac-lactide, is reported. An efficient synthetic route to these ligands utilizing isolated lithium amide salts allows for the synthesis of novel cyclohexylamide-substituted ligands, as well as improving the yields of diisopropylphenylamino-substituted ligands, with both ethyl and propyl backbones. Less sterically encumbered methylamide-substituted ligands were prepared through the condensation of ortho-methylaminobenzaldehyde with the appropriate diamine. A monometallic intermediate species, L(AlMe2), was isolated and crystallographically characterized, illustrating the preference these ligands display for bis(bidentate) coordination. L(AlMe2)(2) complexes 8-13 are efficient mediators of the ring opening polymerization of rac-lactide, with solution polymerizations displaying first-order rate constants, molecular weights very close to the theoretical values and polydispersity indexes as low as 1.07. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.02.003
• 作为产物：
  描述：

  N,N'-bis[(2-fluorophenyl)methylene]-1,3-propanediamine 、 环己胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.0h， 以31%的产率得到N,N'-bis[(2-(cyclohexylamino)benzylidene)]-1,3-propanediamine
  参考文献：
  名称：

  Anilido-aldimine aluminum complexes: Synthesis, characterization and lactide polymerization

  摘要：

  The synthesis of six bimetallic dimethyl aluminum anilido-aldimine complexes, active for the ring opening polymerization of rac-lactide, is reported. An efficient synthetic route to these ligands utilizing isolated lithium amide salts allows for the synthesis of novel cyclohexylamide-substituted ligands, as well as improving the yields of diisopropylphenylamino-substituted ligands, with both ethyl and propyl backbones. Less sterically encumbered methylamide-substituted ligands were prepared through the condensation of ortho-methylaminobenzaldehyde with the appropriate diamine. A monometallic intermediate species, L(AlMe2), was isolated and crystallographically characterized, illustrating the preference these ligands display for bis(bidentate) coordination. L(AlMe2)(2) complexes 8-13 are efficient mediators of the ring opening polymerization of rac-lactide, with solution polymerizations displaying first-order rate constants, molecular weights very close to the theoretical values and polydispersity indexes as low as 1.07. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.02.003

文献信息

• Anilido-aldimine aluminum complexes: Synthesis, characterization and lactide polymerization
  作者：Laura E.N. Allan、Justin A. Bélanger、Laura M. Callaghan、Donald J.A. Cameron、Andreas Decken、Michael P. Shaver

  DOI：10.1016/j.jorganchem.2012.02.003

  日期：2012.6

  The synthesis of six bimetallic dimethyl aluminum anilido-aldimine complexes, active for the ring opening polymerization of rac-lactide, is reported. An efficient synthetic route to these ligands utilizing isolated lithium amide salts allows for the synthesis of novel cyclohexylamide-substituted ligands, as well as improving the yields of diisopropylphenylamino-substituted ligands, with both ethyl and propyl backbones. Less sterically encumbered methylamide-substituted ligands were prepared through the condensation of ortho-methylaminobenzaldehyde with the appropriate diamine. A monometallic intermediate species, L(AlMe2), was isolated and crystallographically characterized, illustrating the preference these ligands display for bis(bidentate) coordination. L(AlMe2)(2) complexes 8-13 are efficient mediators of the ring opening polymerization of rac-lactide, with solution polymerizations displaying first-order rate constants, molecular weights very close to the theoretical values and polydispersity indexes as low as 1.07. (C) 2012 Elsevier B. V. All rights reserved.