2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazatricyclo[11.3.2.2(5.9)]eicosane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂卓
• 英文名称: 2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazatricyclo[11.3.2.2(5.9)]eicosane
• 英文别名: 2,2,4,10,10,12-Hexamethyl-1,5,9,13-tetrazatricyclo[11.3.2.25,9]icosane；2,2,4,10,10,12-hexamethyl-1,5,9,13-tetrazatricyclo[11.3.2.25,9]icosane
• 化学式: C₂₂H₄₄N₄
• 分子量: 364.618
• InChiKey: ALOVBLBLPFEGAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazatricyclo[11.3.2.2(5.9)]eicosane 、 高氯酸盐 、 copper(II) acetate monohydrate 以 乙腈 为溶剂， 以80%的产率得到(2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazabicyclo[11.3.2]octadecane)copper(II) perchlorate
  参考文献：
  名称：

  Copper(II) acetate-induced hydrolytic C–N bond cleavage of a topologically constrained tetraaza macrotricycle

  摘要：

  A topologically constrained tetraaza macrotricycle, 2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazatricyclo[1 1.3.2.2(5.9)]eicosane (L-2), has been prepared by the reaction of 5,7,7,12,14,14-hexaazamethyl-1,4,8,11-tetraazacyclotetradecane (L-1) with 1,3-dibromopropane. Interestingly, L-2 reacts with Cu(OAc)(2) H2O to produce [CuL3](2+) (L-3 = 2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazabicyclo[11.3.2]octadecane) as the only product under mild conditions, showing that the C-N bonds at one of the two N-CH2CH2-N linkages of the macrotricycle are readily broken in the presence of the metal salt. The complex [CuL3](2-) exhibits stronger ligand field strength than other related copper(II) complexes with a 5-6-6-6 chelate ring sequence and is unusually inert against decomposition in acid solutions. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2008.11.004

文献信息

• Copper(II) acetate-induced hydrolytic C–N bond cleavage of a topologically constrained tetraaza macrotricycle
  作者：Shin-Geol Kang、Gyeong Rok Jeong

  DOI：10.1016/j.inoche.2008.11.004

  日期：2009.1

  A topologically constrained tetraaza macrotricycle, 2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazatricyclo[1 1.3.2.2(5.9)]eicosane (L-2), has been prepared by the reaction of 5,7,7,12,14,14-hexaazamethyl-1,4,8,11-tetraazacyclotetradecane (L-1) with 1,3-dibromopropane. Interestingly, L-2 reacts with Cu(OAc)(2) H2O to produce [CuL3](2+) (L-3 = 2,2,4,10,10,12-hexamethyl-1,5,9,13-tetraazabicyclo[11.3.2]octadecane) as the only product under mild conditions, showing that the C-N bonds at one of the two N-CH2CH2-N linkages of the macrotricycle are readily broken in the presence of the metal salt. The complex [CuL3](2-) exhibits stronger ligand field strength than other related copper(II) complexes with a 5-6-6-6 chelate ring sequence and is unusually inert against decomposition in acid solutions. (C) 2008 Elsevier B.V. All rights reserved.