3',3'-Dimethyl-6-nitro-1'-[2-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethylsulfanyl)ethyl]spiro[chromene-2,2'-indole] | 143445-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',3'-Dimethyl-6-nitro-1'-[2-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethylsulfanyl)ethyl]spiro[chromene-2,2'-indole]
• CAS: 143445-44-7
• 化学式: C₃₁H₄₀N₂O₈S
• 分子量: 600.733
• InChiKey: WLYFLRFMWSDTIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  2-羟甲基-15-冠-5 在 sodium hydroxide 、 四溴化碳 、 caesium carbonate 、 硫脲 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 84.0h， 生成 3',3'-Dimethyl-6-nitro-1'-[2-(1,4,7,10,13-pentaoxacyclopentadec-2-ylmethylsulfanyl)ethyl]spiro[chromene-2,2'-indole]
  参考文献：
  名称：

  Alkali-metal cation recognition induced isomerization of spirobenzopyrans and spironaphthoxazins possessing a crown ring as a recognition site: multifunctional artificial receptors

  摘要：

  Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-metal cations and the selectivity of the coloration was found to be governed by several factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyanine dipoles, and (4) the length of the alkyl chains connecting the spirobenzopyran units and the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

  DOI：

  10.1021/jo00046a019