4',5'-bis(chloromethyl)(benzo-15-crown-5) | 132771-75-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4',5'-bis(chloromethyl)(benzo-15-crown-5)
• 英文别名: 17,18-Bis(chloromethyl)-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene；17,18-bis(chloromethyl)-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
• CAS: 132771-75-6
• 化学式: C₁₆H₂₂Cl₂O₅
• 分子量: 365.254
• InChiKey: VYHDDBRDGJBQAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4',5'-bis(chloromethyl)(benzo-15-crown-5) 在 氢氧化钾 、 potassium carbonate 、 zinc(II) iodide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 丙酮 、 xylene 为溶剂， 反应 36.0h， 生成 ethyl 2-(2'-methylidenespiro[2,5,8,11,14-pentaoxatricyclo[13.7.0.017,21]docosa-1(15),16,21-triene-19,3'-indole]-1'-yl)acetate
  参考文献：
  名称：

  New Crown Spirobenzopyrans as Light- and Ion-Responsive Dual-Mode Signal Transducers

  摘要：

  A new class of crown spirobenzopyrans were designed and synthesized. The crown spirobenzopyrans showed thermally irreversible photochromism only in the presence of alkali-metal cations accompanying cation-selective coloring efficiency. Thus, the new crown spirobenzopyrans could transmit information of two different simultaneous stimuli (ion and photon) to changes in their optical properties. The dual-mode signal transducer molecules developed here can be considered to perform ''AND'' gate type signal transduction based on photochromism of artificial receptors. Molecular recognition abilities and photochromic properties of the new crown spirobenzopyrans were characterized by use of NMR and FAB mass spectroscopies.

  DOI：

  10.1021/ja9707668
• 作为产物：
  描述：

  苯并-15-冠醚-5 、 氯甲基甲基醚 在 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 15.0h， 以28%的产率得到4',5'-bis(chloromethyl)(benzo-15-crown-5)
  参考文献：
  名称：

  New Crown Spirobenzopyrans as Light- and Ion-Responsive Dual-Mode Signal Transducers

  摘要：

  A new class of crown spirobenzopyrans were designed and synthesized. The crown spirobenzopyrans showed thermally irreversible photochromism only in the presence of alkali-metal cations accompanying cation-selective coloring efficiency. Thus, the new crown spirobenzopyrans could transmit information of two different simultaneous stimuli (ion and photon) to changes in their optical properties. The dual-mode signal transducer molecules developed here can be considered to perform ''AND'' gate type signal transduction based on photochromism of artificial receptors. Molecular recognition abilities and photochromic properties of the new crown spirobenzopyrans were characterized by use of NMR and FAB mass spectroscopies.

  DOI：

  10.1021/ja9707668

文献信息

• Polytopic Cation Receptors. III. Di- and Triloop Crown Hosts Having Aromatic Junctions. Synthesis, Cation Extraction, and Solid Complex Formation
  作者：Edwin Weber、Konstantinos Skobridis、Mikio Ouchi、Tadao Hakushi、Yoshihisa Inoue

  DOI：10.1246/bcsj.63.3670

  日期：1990.12

  A new type of crown compound (1–3) featuring an assembly of two or three individual macrorings with different ring size, rigidity, and donor atoms and having characteristic aromatic junctions is introduced. Syntheses are described and cation binding abilities of the compounds are evaluated by solvent extraction technique and isolation of solid complexes. Due to the number of macrorings and their property

  介绍了一种新型冠化合物（1-3），其特征是由两个或三个具有不同环大小、刚度和供体原子的单独大环组装而成，并具有特征性的芳香连接。描述了合成过程，并通过溶剂萃取技术和固体复合物的分离来评估化合物的阳离子结合能力。由于大环的数量和它们的性质，1-3 个被证明是几种阳离子共同掺入的合适宿主。然而，根据所使用的阳离子，在复合物形成中相邻大环的协同性也被观察到。成分双冠醚 4-6 和单环冠醚 7-10 被检查作为解决新主体络合特性的比较化合物。
• New Crown Spirobenzopyrans as Light- and Ion-Responsive Dual-Mode Signal Transducers
  作者：Masahiko Inouye、Kaori Akamatsu、Hiroyuki Nakazumi

  DOI：10.1021/ja9707668

  日期：1997.10.1

  A new class of crown spirobenzopyrans were designed and synthesized. The crown spirobenzopyrans showed thermally irreversible photochromism only in the presence of alkali-metal cations accompanying cation-selective coloring efficiency. Thus, the new crown spirobenzopyrans could transmit information of two different simultaneous stimuli (ion and photon) to changes in their optical properties. The dual-mode signal transducer molecules developed here can be considered to perform ''AND'' gate type signal transduction based on photochromism of artificial receptors. Molecular recognition abilities and photochromic properties of the new crown spirobenzopyrans were characterized by use of NMR and FAB mass spectroscopies.