1-(sulfonatobutyl)-4-<4-(dibutylamino)phenyl>pyridinium | 135789-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(sulfonatobutyl)-4-<4-(dibutylamino)phenyl>pyridinium
• 英文别名: 1-(Sulfonatobutyl)-4-<4-(dibutylamino)phenyl>pyridine；(dibutylanilino)pyridinium butanesulfonate
• CAS: 135789-18-3
• 化学式: C₂₃H₃₄N₂O₃S
• 分子量: 418.601
• InChiKey: MPMUWQHQEYEPPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  29.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  64.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-二乙基吡啶硼烷 在 钯 作用下， 生成 1-(sulfonatobutyl)-4-<4-(dibutylamino)phenyl>pyridinium
  参考文献：
  名称：

  Anilinopyridinium: solvent-dependent fluorescence by intramolecular charge transfer

  摘要：

  Considerable intramolecular charge transfer is induced in anilinopyridinium by electronic excitation and by twist of the central single bond. Polar solvents shift the absorption spectrum to the blue and the fluorescence spectrum to the red. The effect may be assigned to an enhanced reorganization energy as described by Marcus' formula for intermolecular electron transfer. The quantum yield of fluorescence is lowered by polar media. The effect may be assigned to a lowered energy barrier leading to a nonfluorescent twisted internal charge-transfer (TICT) state as described by a Kramers-Born formula that accounts for solvation and friction.

  DOI：

  10.1021/j100171a011

文献信息

• Fluorescence of amphiphilic hemicyanine dyes without free double bonds
  作者：Heinz Ephardt、Peter Fromherz

  DOI：10.1021/j100119a048

  日期：1993.4

  Amphiphilic hemicyanine dyes were obtained by coupling unpolar derivatives of aniline and naphthylamine, respectively, to polar derivatives of pyridinium and isoquinolinium, respectively. These dyes have no free double bond that is prone to photoisomerization. They are effective voltage-sensitive probes in biomembranes. The dyes were characterized by their spectra of absorption and by the spectra, the quantum yields, and the lifetimes of fluorescence. (i) An enhanced polarity of solvents shifts the absorption to the blue and the fluorescence to the red. The solvatochromism is described by an enhancement of the Stokes shift at an invariant 00 energy. (ii) An enhanced polarity lowers the quantum yield of fluorescence by orders of magnitude. The effect is described by an enhancement of nonradiative deactivation at an invariant radiative decay. The enhancements of the Stokes shift and of the nonradiative decay are assigned to two types of intramolecular charge-transfer that couple to polar solvents. The first one is induced by electronic excitation. The second one is induced by intramolecular twist in the excited state. The properties of the dyes in amphiphilic assemblies are discussed in terms of their properties in bulk solvents.