1,5-Diaza-1,5-diphenyl-1,5-dimethyl-1H-pentadienium perchlorate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,5-Diaza-1,5-diphenyl-1,5-dimethyl-1H-pentadienium perchlorate
• 英文别名: 1,5-Dimethyl-1,5-diphenyl-1H-1,5-diazapentadienium-perchlorat；1-Methylanilino-3--Δ¹-propen-perchlorat；1-Methylanilino-3--Δ¹-propen；1-Methylanilino-3-methylphenylimonio-propen-(1)-perchlorat；methyl-[(Z)-3-(N-methylanilino)prop-2-enylidene]-phenylazanium;perchlorate
• 化学式: C₁₇H₁₉N₂*ClO₄
• 分子量: 350.802
• InChiKey: HRLMQAPKJMRECT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.07
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,5-Diaza-1,5-diphenyl-1,5-dimethyl-1H-pentadienium perchlorate 生成 2-dimethylaminomethylene-1,3-bis(dimethylimonio)propane diperchlorate
  参考文献：
  名称：

  Jutz,C.; Amschler,H., Chemische Berichte, 1964, vol. 97, p. 3331 - 3348

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1,3,3-四甲氧基丙烷 、 N-甲基苯胺 在 高氯酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以82%的产率得到1,5-Diaza-1,5-diphenyl-1,5-dimethyl-1H-pentadienium perchlorate
  参考文献：
  名称：

  New highly fluorescent ketocyanine polarity probes

  摘要：

  The syntheses and spectral properties of three new and highly fluorescent solvent polarity probes are described. They are found to be extremely sensitive to solvent polarity in that spectral red shifts in both absorption and fluorescence spectra occur upon increasing solvent polarity. Excitation and emission data of the dyes in a set of different polar solvents are given. The emission data are compared with the standard ET(N) values of solvent polarity and a linear correlation is obtained over a wide range. The origin of the unusual solvatochromic properties is discussed in terms of the resonance structures of this new group of molecular probes. Their outstanding features include high spectral sensitivity to polarity, high molar absorptivities, high fluorescence quantum yields, longwave excitation and emission, insignificant quenching by oxygen, and a sufficient stability in aqueous solution. Therefore, the new probes are considered to be advantageous over other polarity probes used so far in probing biochemical and biological systems.

  DOI：

  10.1016/0584-8539(91)80090-6

文献信息

• Vinamidinium-Salze als Nucleophile Vinamidinium Salts as Nucleophiles
  作者：H. Möhrle、U. von der Lieck-Waldheim

  DOI：10.1515/znb-1996-0319

  日期：1996.3.1

  2,3-Dihydro-1,4-diazepinium salts could not be aminomethylated with conventional methods, but the hydrochlorides produced with methyleniminium salts the C-Mannich-compounds. The reactivity of the substrate was mainly controlled by electronic effects of the substituents. Aminomethylation of 1,5-diazapentadienium salts occurred only if the conformations caused no steric hindrance of the β-C-atom. Methyl substituted 2,3-dihydro-1,4-diazepinium salts reacted with 1,3,5 triazine to pyrimidine anellated derivatives.

  摘要：2,3-二氢-1,4-二氮杂环盐无法通过常规方法进行氨甲基化，但使用亚甲基亚胺盐生成了氯化物，即C-Mannich-化合物。底物的反应性主要受取代基的电子效应控制。只有当1,5-二氮杂戊二烯盐的构象不造成β-C-原子的立体位阻时，才会发生氨甲基化反应。甲基取代的2,3-二氢-1,4-二氮杂环盐与1,3,5-三嗪反应生成嘧啶环并联衍生物。
• An improved synthesis of [2.2.3]cyclazines from 3-pyrrolizines
  作者：Volker Batroff、Wilhelm Flitsch、Wilfried Lübisch、Derek Leaver、David Skinner

  DOI：10.1016/s0040-4039(00)87230-5

  日期：1982.1

  [2.2.3]Cyclazines are obtained in moderate yields by reaction of 3H-pyrrolizines bearing conjugative substituents (Ph or CO2Me) with vinamidinium salts in the presence of strong bases. Syntheses of the previously unknown 2-phenyl-3H-pyrrolizine and 1-methoxycarbonylcyclopenta [h] [2.2.4] cyclazine are also described.

  [2.2.3]通过在强碱的存在下，通过带有共轭取代基（Ph或CO 2 Me）的3H-吡咯嗪与vinamidinium盐的反应，可以以中等收率获得环嗪。还描述了以前未知的2-苯基-3H-吡咯嗪和1-甲氧基羰基环戊[h] [2.2.4]环嗪的合成。
• Jutz,C.; Mueller,E., Angewandte Chemie, 1966, vol. 78, p. 747
  作者：Jutz,C.、Mueller,E.

  DOI：——

  日期：——
• Jutz,C. et al., Chemische Berichte, 1969, vol. 102, p. 2301 - 2318
  作者：Jutz,C. et al.

  DOI：——

  日期：——
• Bredereck,H. et al., Chemische Berichte, 1968, vol. 101, # 12, p. 4036 - 4047
  作者：Bredereck,H. et al.

  DOI：——

  日期：——