[4-[2-(2,6-ditert-butylpyran-4-ylidene)ethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium perchlorate | 474002-15-8

• 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: [4-[2-(2,6-ditert-butylpyran-4-ylidene)ethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium perchlorate
• 英文别名: 2,6-di-tert-butyl-4-{-2-[4-(dimethylamino)phenyl]vinyl}pyrylium perchlorate；(E)-2,6-di-tert-butyl-4-(4-(dimethylamino)styryl)-2H-pyran-2-ylium perchlorate；[4-[2-(2,6-ditert-butylpyran-4-ylidene)ethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;perchlorate
• CAS: 474002-15-8
• 化学式: C₂₃H₃₂NO*ClO₄
• 分子量: 437.964
• InChiKey: VMHHIKFQHFTOTC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  86.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-di-t-butyl-4-methylpyrylium perchlorate 、 对二甲氨基苯甲醛 在 乙酸酐 作用下， 反应 1.0h， 以71%的产率得到[4-[2-(2,6-ditert-butylpyran-4-ylidene)ethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium perchlorate
  参考文献：
  名称：

  衍生自 2-氮杂芴的聚次甲基染料的构象分析

  摘要：

  摘要 系统研究了一系列对称和不对称的单、三、五次甲基花青和带有 2-氮杂azulenium 端基的苯乙烯基染料的构象结构。末端基团的旋转能垒是通过动态变温核磁共振实验确定的。在考虑溶剂影响和不考虑溶剂影响的情况下，通过量子化学方法（B3LYP 和 M05-2X）计算了构象转换能。基于理论和实验数据的比较，估计了2-氮杂氮杂染料中杂环端基的相对给电子能力和几何特征。通过考虑动态核磁共振研究的结果，提出了某些杂环核按碱度排列的顺序。讨论了共轭链长和溶剂性质对所研究染料分子构象不稳定性的影响。

  DOI：

  10.1016/j.molstruc.2011.10.003

文献信息

• Studies of 2-azaazulenium derivatives – 3: The nature of electron transitions and spectral properties of styryl dyes containing terminal groups of different types
  作者：Julia L. Bricks、Alona V. Stanova、Aleksey B. Ryabitsky、Valeriy M. Yashchuk、Aleksey D. Kachkovsky

  DOI：10.1016/j.molstruc.2012.08.034

  日期：2013.2

  This paper presents the results of a quantum-chemical study of the molecular geometry and electron structure as well as spectral measurements of absorption and C-13 NMR spectra of dimethylaminostyryls, methoxystyryls, and methylstyryls bearing 2-azaazlenium (AA) moiety in comparison with analogous dyes containing 2-benzimidazolim and 4-pyrylium residues. Based on the analysis of both calculations and experimental data, it was concluded that these types of extremely unsymmetrical cyanines differ between each other only slightly in the ground state with respect to the charge distribution and molecular geometry while their spectral properties reveal a considerable difference between dimethylaminostyryls and methoxystyryls due to the lowest disposition of the lone electron pair level of the oxygen atom and hence, limiting basicity of the p-methoxyphenylene residue. It was shown that appearance of a high-positioned local level generated by AA terminal group caused the inversion of the delocalized and quasi-local electron transitions in AA-methoxystyryl and hence drastic changes in its absorption spectrum. (C) 2012 Elsevier B.V. All rights reserved.