2,4,6,8,10,12-Hexakis[(4-chlorophenyl)methyl]-2,4,6,8,10,12-hexazatetracyclo[5.5.0.03,11.05,9]dodecane | 124782-21-4

• 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: 2,4,6,8,10,12-Hexakis[(4-chlorophenyl)methyl]-2,4,6,8,10,12-hexazatetracyclo[5.5.0.03,11.05,9]dodecane
• CAS: 124782-21-4
• 化学式: C₄₈H₄₂Cl₆N₆
• 分子量: 915.62
• InChiKey: NQBCQGPWLJOCNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.3
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  19.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  草酸醛 、 对氯苄胺 在 nitic acid 作用下， 以 乙腈 为溶剂， 以20%的产率得到2,4,6,8,10,12-Hexakis[(4-chlorophenyl)methyl]-2,4,6,8,10,12-hexazatetracyclo[5.5.0.03,11.05,9]dodecane
  参考文献：
  名称：

  Studies of the synthesis, protonation and decomposition of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05,9.03,11]dodecane (HBIW)

  摘要：

  Reaction of glyoxal with benzylamine or with substituted benzylamines leads to the cage structure 3. The X-ray crystal structure of 3c formed from 4-chlorobenzylamine is reported. H-1 and C-13 NMR spectra of 3a-j have been measured. Changes in spectra in the presence of acid indicate successive reaction to give mono- and di-protonated species, 4 and 5 respectively, in which the added protons bridge two nitrogen atoms. The kinetics of the decomposition of 3a in aqueous acetonitrile are compatible with two competing pathways involving reaction of the protonated form with either water or more acid.

  DOI：

  10.1039/p29930000923

文献信息

• Polyazapolycyclics by condensation of aldehydes with amines. 2. Formation of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05.9.03,11]dodecanes from glyoxal and benzylamines
  作者：Arnold T. Nielsen、Robin A. Nissan、David J. Vanderah、Clifford L. Coon、Richard D. Gilardi、Clifford F. George、Judith Flippen-Anderson

  DOI：10.1021/jo00292a015

  日期：1990.3
• Studies of the synthesis, protonation and decomposition of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazatetracyclo[5.5.0.05,9.03,11]dodecane (HBIW)
  作者：Michael R. Crampton、Javed Hamid、Ross Millar、George Ferguson

  DOI：10.1039/p29930000923

  日期：——

  Reaction of glyoxal with benzylamine or with substituted benzylamines leads to the cage structure 3. The X-ray crystal structure of 3c formed from 4-chlorobenzylamine is reported. H-1 and C-13 NMR spectra of 3a-j have been measured. Changes in spectra in the presence of acid indicate successive reaction to give mono- and di-protonated species, 4 and 5 respectively, in which the added protons bridge two nitrogen atoms. The kinetics of the decomposition of 3a in aqueous acetonitrile are compatible with two competing pathways involving reaction of the protonated form with either water or more acid.