trans-4-bromo-4'-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)stilbene | 861403-99-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-4-bromo-4'-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)stilbene
• CAS: 861403-99-8
• 化学式: C₂₆H₃₄BrNO₅
• 分子量: 520.464
• InChiKey: ZIIVOLMVVXHSED-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  33.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.39
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  二苯胺 、 trans-4-bromo-4'-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)stilbene 在 1,1'-双(二苯基膦)二茂铁 、 tris(dibenzylideneacetone)dipalladium (0) 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 生成 trans-4-(N,N-diphenylamino)-4'-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)stilbene
  参考文献：
  名称：

  Spectroscopic Correlations between Supermolecules and Molecules. Anatomy of the Ion-Modulated Electronic Properties of the Nitrogen Donor in Monoazacrown-Derived Intrinsic Fluoroionophores

  摘要：

  The synthesis, absorption and emission spectra, fluorescence quantum yields, and fluorescence lifetimes of three compound series of trans-4,4'-disubstituted aminostilbenes (1-3) are reported. The chromo-/fluoroionophoric behavior of the monoaza-15-crown-5- (A15C5) and monoaza-18-crown-6 (A18C6)-derived species (1A(5)-3A(5) and 1A(6)-3A(6)) in acetonitrile and dichloromethane are also investigated. Great similarities in electronic spectroscopic properties (chemical shifts, wavelength, intensity, and lifetime) between the metal ion-complexed supermolecules and the corresponding chloro-substituted molecules have been observed: namely, 1A(5)/Ca2+-3A(5)/Ca2+ similar to 1A(6)/Ba2+-3A(6)/ Ba(2+)similar to 1C-3C in acetonitrile and 1A(5)/Na+-2A(5)/Na+ similar to 1A(6)/K+-2A(6)/K+ similar to 1C-2C in dichloromethane. Such spectroscopic correlations allow us to define the metal ion-modulated electronic character of the azacrown nitrogen atom in the ground and excited states and, in turn, to gain insights into the observed fluoroionophoric behavior of these probes in terms of the size and direction of fluorescence shifts and intensity variations.

  DOI：

  10.1021/jo035462k
• 作为产物：
  描述：

  对溴溴苄 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 trans-4-bromo-4'-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)stilbene
  参考文献：
  名称：

  Spectroscopic Correlations between Supermolecules and Molecules. Anatomy of the Ion-Modulated Electronic Properties of the Nitrogen Donor in Monoazacrown-Derived Intrinsic Fluoroionophores

  摘要：

  The synthesis, absorption and emission spectra, fluorescence quantum yields, and fluorescence lifetimes of three compound series of trans-4,4'-disubstituted aminostilbenes (1-3) are reported. The chromo-/fluoroionophoric behavior of the monoaza-15-crown-5- (A15C5) and monoaza-18-crown-6 (A18C6)-derived species (1A(5)-3A(5) and 1A(6)-3A(6)) in acetonitrile and dichloromethane are also investigated. Great similarities in electronic spectroscopic properties (chemical shifts, wavelength, intensity, and lifetime) between the metal ion-complexed supermolecules and the corresponding chloro-substituted molecules have been observed: namely, 1A(5)/Ca2+-3A(5)/Ca2+ similar to 1A(6)/Ba2+-3A(6)/ Ba(2+)similar to 1C-3C in acetonitrile and 1A(5)/Na+-2A(5)/Na+ similar to 1A(6)/K+-2A(6)/K+ similar to 1C-2C in dichloromethane. Such spectroscopic correlations allow us to define the metal ion-modulated electronic character of the azacrown nitrogen atom in the ground and excited states and, in turn, to gain insights into the observed fluoroionophoric behavior of these probes in terms of the size and direction of fluorescence shifts and intensity variations.

  DOI：

  10.1021/jo035462k