(4'R,4'R,4'E,5'R,5'R,7'E,14'E,17'E)-dispiro[cyclohexane-1,2'-3,4,8,9,13,14,18,19-octaaza-1,11(4,5)-didioxolana-6,16(1,4)-dibenzenacycloicosaphanene-2',1''-cyclohexane]-4',7',14',17'-tetraene-2',10',12',20'-tetraone | 1374018-91-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4'R,4'R,4'E,5'R,5'R,7'E,14'E,17'E)-dispiro[cyclohexane-1,2'-3,4,8,9,13,14,18,19-octaaza-1,11(4,5)-didioxolana-6,16(1,4)-dibenzenacycloicosaphanene-2',1''-cyclohexane]-4',7',14',17'-tetraene-2',10',12',20'-tetraone
• CAS: 1374018-91-3
• 化学式: C₃₆H₄₀N₈O₈
• 分子量: 712.762
• InChiKey: IOLXHAHSYSKMGF-ADLUIAPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.09
• 重原子数：
  52.0
• 可旋转键数：
  0.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  202.76
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  (2R,3R)-1,4-dioxaspiro[4.5]decane-2,3-dicarbohydrazide 、 对苯二甲醛 以 甲醇 为溶剂， 反应 24.0h， 以54%的产率得到(4'R,4'R,4'E,5'R,5'R,7'E,14'E,17'E)-dispiro[cyclohexane-1,2'-3,4,8,9,13,14,18,19-octaaza-1,11(4,5)-didioxolana-6,16(1,4)-dibenzenacycloicosaphanene-2',1''-cyclohexane]-4',7',14',17'-tetraene-2',10',12',20'-tetraone
  参考文献：
  名称：

  An expedient synthesis and conformational features of acylhydrazone macrocycles derived from tartaric acid: evidence of water and π aromatic hydrogen bond interactions

  摘要：

  Tartaric acid dihydrazides with acetal protected hydroxy groups react with terephthalaldehyde to preferentially form [2+2] bisacylhydrazone macrocycles. The structures of these macrocycles display all anti N-N and C=N bonds. Both trans- and cis-C(O)-NH bonds are present in the macrocycle thus allowing the formation of a rather compact macrocyclic structure. The structures of the acylhydrazone macrocycle are shown to be different in the crystal and in the isolated molecule due to the structure determining role of water included in the crystal lattice: in the former all of the O=C-C-H bonds are anti, while in the latter both syn- and anti-bonds are present. Both the non-planarity of the bisacylhydrazone molecules and their chiral interchromophoric interactions contribute to the rotatory power of the molecule. The low-temperature X-ray crystal structure of this compound provides direct evidence for hydrogen bonding between water and the aromatic pi-electrons in the solid state. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.02.010