1,5-diethoxy-1,5-bis(paramethylphenyl) pentadienylium perchlorate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,5-diethoxy-1,5-bis(paramethylphenyl) pentadienylium perchlorate
• 英文别名: [(2E,4Z)-5-ethoxy-1,5-bis(4-methylphenyl)penta-2,4-dienylidene]-ethyloxidanium;perchlorate
• 化学式: C₂₃H₂₇O₂*ClO₄
• 分子量: 434.917
• InChiKey: WXROTRMHCNCAED-BBUQZYCUSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.92
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  麻黄素 、 1,5-diethoxy-1,5-bis(paramethylphenyl) pentadienylium perchlorate 以 乙腈 为溶剂， 反应 1.0h， 生成 1-ethoxy-5-amino(<1S,2R>-N-(2-hydroxy-1-methyl-2-phenyl)-N-methyl)-1,5-bis(paramethylphenyl)pentadienylium perchlorate
  参考文献：
  名称：

  A synthetic pathway to macrocyclic and optically active pentamethinium salts

  摘要：

  The design of new types of azodyes with optical activity and macrocyclic structure was achieved by the generalization of the reaction of stabilized carboxonium ions with various primary and secondary amino compounds.

  DOI：

  10.1016/s0040-4039(00)76827-4
• 作为产物：
  描述：

  原甲酸三乙酯 、 对甲基苯乙酮 在 高氯酸 作用下， 以83%的产率得到1,5-diethoxy-1,5-bis(paramethylphenyl) pentadienylium perchlorate
  参考文献：
  名称：

  A synthetic pathway to macrocyclic and optically active pentamethinium salts

  摘要：

  The design of new types of azodyes with optical activity and macrocyclic structure was achieved by the generalization of the reaction of stabilized carboxonium ions with various primary and secondary amino compounds.

  DOI：

  10.1016/s0040-4039(00)76827-4

文献信息

• A new and direct synthesis of 1-acylamino-2,6-diaryl pyridinium salts
  作者：François Rivière、Vadim Romanenko、Marie-Rose Mazières、Michel Sanchez、Jean-Gérard Wolf

  DOI：10.1016/s0040-4039(98)00913-7

  日期：1998.7

  5-diaryl-2,4 pentadienylidene) N′-(acyl) hydrazinium salts 2. The synthesis of di- and tri-pyridinio substituted polycarboxamides 3e-g demonstrate the validity of the method. The kinetics of the process indicate that the limiting rate of the reaction is the all trans - all cis interconversion of 2. A single crystal determination confirm the structure of 3b.

  我们描述carboxonium盐的简便一锅反应1与酰基肼，得到官能化1-氨基吡啶盐的高收率3 throught N-的分子内环化（5-乙氧基1,5-二芳基-2,4- pentadienylidene）N' - （酰基）肼盐2。二吡啶和三吡啶取代的羧酰胺3e-g的合成证明了该方法的有效性。该过程的动力学表明，该反应的限制率是所有反式-所有顺式的互换2。单晶测定确定了3b的结构。
• Amidino Pentadienylium Salts − A New Cyanine Dye Type
  作者：Marie-Pierre Fialon、Alexander Chernega、Vadim Romanenko、Marie-Rose Mazières、Jean-Gérard Wolf

  DOI：10.1002/(sici)1099-0690(199802)1998:2<329::aid-ejoc329>3.0.co;2-z

  日期：1998.2

  The reactivity of carboxonium salts permits substitution of one or both of the reactive terminal ethoxy groups by amidino moieties. In this way, new cyanine dyes with extended conjugation paths are obtained. These have been studied by UV/vis spectrophotometry. Furthermore, the X-ray structure of 1b has been determined and compared with that predicted by molecular mechanical calculations.

  碳鎓盐的反应性允许一个或两个反应性末端乙氧基被脒基部分取代。通过这种方式，获得了具有扩展共轭路径的新花青染料。这些已经通过紫外/可见分光光度法进行了研究。此外，已经确定了 1b 的 X 射线结构，并与分子力学计算预测的结构进行了比较。
• A synthetic pathway to macrocyclic and optically active pentamethinium salts
  作者：Corinne Payrastre、Nicaise Obaya、Yves Madaule、Jean-Gérard Wolf

  DOI：10.1016/s0040-4039(00)76827-4

  日期：1994.5

  The design of new types of azodyes with optical activity and macrocyclic structure was achieved by the generalization of the reaction of stabilized carboxonium ions with various primary and secondary amino compounds.