[(R)-N¹-(1-cyclohexylethyl)-N²,N²-diethylethane-1,2-diamine]

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [(R)-N¹-(1-cyclohexylethyl)-N²,N²-diethylethane-1,2-diamine]
• 英文别名: N-[(1R)-1-cyclohexylethyl]-N',N'-diethylethane-1,2-diamine
• 化学式: C₁₄H₃₀N₂
• 分子量: 226.406
• InChiKey: YKHXVHUBHXRJIJ-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [(R)-N¹-(1-cyclohexylethyl)-N²,N²-diethylethane-1,2-diamine] 、 zinc(II) chloride 以 乙醇 为溶剂， 反应 12.0h， 以96%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of Zn(II) and Cu(II) complexes bearing (chiral substituent)(diethyl)-ethanediamine derivatives as precatalysts for rac-lactide polymerisation

  摘要：

  A series of Zn(II) and Cu(II) complexes based on (chiral substituent)(diethyl)-ethanediamine derivatives, [LnMCl2] (where L-n = [(R)-N-1,N-1-diethyl-N-2-(1-phenylethyl)ethane-1,2-diamine] (L-A), [(R)-N-1-(1-cyclo-hexylethyl)-N-2,N-2-diethylethane-1,2-diamine] (LB) and 1N(1),NI-diethyl-N-2-(((1R)-6,6-dimethylbicyclo [3.1.1]hept-2-en-2-yl)methyl)ethane-1,2-diamine] (L-c)) were synthesised and characterised by X-ray crystallography. The isopropoxide derivatives, [L-n M((OPO)-P-1)(2)] generated in situ, effectively polymerised rac-lactide (rac-LA) and yielded heterotactic polylactide (PLA). The Cu(II) initiators exhibited better catalytic activities and mediated stereoselective ring-opening polymerisation (ROP) of rac-LA in a living manner to furnish PLA with higher heterotacticity compared with their Zn(II) analogous. The ROP activity of the current system largely relies on steric hindrance imposed by the substituents attached to the amine moiety of the (diethyl)-ethanediamine backbone. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.10.068
• 作为产物：
  描述：

  (R)-(-)-1-环己基乙胺 、 2-二乙氨基-1-溴乙烷氢溴酸盐 在 三乙胺 、 zinc(II) chloride 、 sodium cyanide 作用下， 以 甲苯 、 甲醇 、 二氯甲烷 为溶剂， 反应 88.0h， 以81%的产率得到[(R)-N¹-(1-cyclohexylethyl)-N²,N²-diethylethane-1,2-diamine]
  参考文献：
  名称：

  Synthesis and characterization of Zn(II) and Cu(II) complexes bearing (chiral substituent)(diethyl)-ethanediamine derivatives as precatalysts for rac-lactide polymerisation

  摘要：

  A series of Zn(II) and Cu(II) complexes based on (chiral substituent)(diethyl)-ethanediamine derivatives, [LnMCl2] (where L-n = [(R)-N-1,N-1-diethyl-N-2-(1-phenylethyl)ethane-1,2-diamine] (L-A), [(R)-N-1-(1-cyclo-hexylethyl)-N-2,N-2-diethylethane-1,2-diamine] (LB) and 1N(1),NI-diethyl-N-2-(((1R)-6,6-dimethylbicyclo [3.1.1]hept-2-en-2-yl)methyl)ethane-1,2-diamine] (L-c)) were synthesised and characterised by X-ray crystallography. The isopropoxide derivatives, [L-n M((OPO)-P-1)(2)] generated in situ, effectively polymerised rac-lactide (rac-LA) and yielded heterotactic polylactide (PLA). The Cu(II) initiators exhibited better catalytic activities and mediated stereoselective ring-opening polymerisation (ROP) of rac-LA in a living manner to furnish PLA with higher heterotacticity compared with their Zn(II) analogous. The ROP activity of the current system largely relies on steric hindrance imposed by the substituents attached to the amine moiety of the (diethyl)-ethanediamine backbone. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2018.10.068

文献信息

• Synthesis and characterization of Zn(II) and Cu(II) complexes bearing (chiral substituent)(diethyl)-ethanediamine derivatives as precatalysts for rac-lactide polymerisation
  作者：Mi-Sung Kang、Juhyun Cho、Saira Nayab、Jong Hwa Jeong

  DOI：10.1016/j.poly.2018.10.068

  日期：2019.1

  A series of Zn(II) and Cu(II) complexes based on (chiral substituent)(diethyl)-ethanediamine derivatives, [LnMCl2] (where L-n = [(R)-N-1,N-1-diethyl-N-2-(1-phenylethyl)ethane-1,2-diamine] (L-A), [(R)-N-1-(1-cyclo-hexylethyl)-N-2,N-2-diethylethane-1,2-diamine] (LB) and 1N(1),NI-diethyl-N-2-(((1R)-6,6-dimethylbicyclo [3.1.1]hept-2-en-2-yl)methyl)ethane-1,2-diamine] (L-c)) were synthesised and characterised by X-ray crystallography. The isopropoxide derivatives, [L-n M((OPO)-P-1)(2)] generated in situ, effectively polymerised rac-lactide (rac-LA) and yielded heterotactic polylactide (PLA). The Cu(II) initiators exhibited better catalytic activities and mediated stereoselective ring-opening polymerisation (ROP) of rac-LA in a living manner to furnish PLA with higher heterotacticity compared with their Zn(II) analogous. The ROP activity of the current system largely relies on steric hindrance imposed by the substituents attached to the amine moiety of the (diethyl)-ethanediamine backbone. (C) 2018 Elsevier Ltd. All rights reserved.