(E,E,E)-4,4'-bis(3,5-di-tert-butylstyryl)stilbene | 120926-88-7

• 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: (E,E,E)-4,4'-bis(3,5-di-tert-butylstyryl)stilbene
• 英文别名: 4,4'-bis(3,5-di-tert-butylstyryl)stilbene；1,3-ditert-butyl-5-[(E)-2-[4-[(E)-2-[4-[(E)-2-(3,5-ditert-butylphenyl)ethenyl]phenyl]ethenyl]phenyl]ethenyl]benzene
• CAS: 120926-88-7
• 化学式: C₄₆H₅₆
• 分子量: 608.951
• InChiKey: ARZOSLGFHPEOGW-GCYCSIMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.4
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E,E,E)-4,4'-bis(3,5-di-tert-butylstyryl)stilbene 在 氢化钾 作用下， 以 氘代四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Schenk,Rainer; Hucker, Joachim; Hopf, Henning, Angewandte Chemie, 1989, vol. 101, # 7, p. 942 - 944

  摘要：

  DOI：
• 作为产物：
  描述：

  (E,Z,E)-4,4'-bis(3,5-di-tert-butylstyryl)stilbene 以 二氯甲烷 为溶剂， 生成 (E,E,E)-4,4'-bis(3,5-di-tert-butylstyryl)stilbene
  参考文献：
  名称：

  4,4'-双（3,5-二叔丁基苯乙烯基）苯乙烯的单峰态绝热和绝热顺反异构体

  摘要：

  The mechanism for photoisomerization of the six isomers, 1-6, of 4,4'-bis(3,5-di-tert-butylstyryl)stilbene has been investigated. The isomerizations always proceed from cis to trans configurations, and single isomerizations are dominating. By increasing the solvent polarity from methylcyclohexane to toluene and to methylene chloride, an increase of the quantum yields, particularly for isomerization of the central double bond, was observed. Thus, there is a selectivity effect; in methylcyclohexane isomerization of an edge double bond is favored, while in methylene chloride isomerization of a middle double bond is favored. There is also clear evidence of an adiabatic contribution to the isomerization of the central double bond. The diabatic part of the isomerization quantum yield is most strongly affected by the solvent. A solvent with higher polarity lowers the energy of an excited state with 90-degrees twist of the double bond; that is, a polar solvent will stabilize a zwitterionic excited singlet state.

  DOI：

  10.1021/j100122a019

文献信息

• The charge storage mechanism of conducting polymers: a voltammetric study on defined soluble oligomers of the phenylene–vinylene type
  作者：Jürgen Heinze、John Mortensen、Klaus Müllen、Rainer Schenk

  DOI：10.1039/c39870000701

  日期：——

  The reductive charging–discharging behaviour of several newly synthesized soluble oligo-p-phenylene-vinylenes was studied by cyclic voltammetry; the results show that both the number of redox states and the magnitude of their energetic interaction depend on the chain length of the corresponding oligomer.

  通过循环伏安法研究了几种新合成的可溶性低聚对亚苯基亚乙烯基的还原性充放电行为。结果表明，氧化还原态的数量及其能量相互作用的大小均取决于相应的低聚物的链长。
• Schenk, Rainer; Gregorius, Heike; Meerholz, Klaus, Journal of the American Chemical Society, 1991, vol. 113, # 7, p. 2634 - 2647
  作者：Schenk, Rainer、Gregorius, Heike、Meerholz, Klaus、Heinze, Jürgen、Mülen, Klaus

  DOI：——

  日期：——
• SCHENK, RAINER;GREGORIUS, HEIKE;MEERHOLZ, KLAUS;HEINZE, JURGEN;MULLEN, KL+, J. AMER. CHEM. SOC., 113,(1991) N, C. 2634-2647
  作者：SCHENK, RAINER、GREGORIUS, HEIKE、MEERHOLZ, KLAUS、HEINZE, JURGEN、MULLEN, KL+

  DOI：——

  日期：——
• Schenk,Rainer; Hucker, Joachim; Hopf, Henning, Angewandte Chemie, 1989, vol. 101, # 7, p. 942 - 944
  作者：Schenk,Rainer、Hucker, Joachim、Hopf, Henning、Raeder, Hans-Joachim、Muellen, Klaus

  DOI：——

  日期：——
• Singlet-state diabatic and adiabatic cis-trans photoisomerizations of 4,4'-bis(3,5-di-tert-butylstyryl)stilbenes
  作者：Kjell Sandros、Mikael Sundahl、Olof Wennerstroem

  DOI：10.1021/j100122a019

  日期：1993.5

  The mechanism for photoisomerization of the six isomers, 1-6, of 4,4'-bis(3,5-di-tert-butylstyryl)stilbene has been investigated. The isomerizations always proceed from cis to trans configurations, and single isomerizations are dominating. By increasing the solvent polarity from methylcyclohexane to toluene and to methylene chloride, an increase of the quantum yields, particularly for isomerization of the central double bond, was observed. Thus, there is a selectivity effect; in methylcyclohexane isomerization of an edge double bond is favored, while in methylene chloride isomerization of a middle double bond is favored. There is also clear evidence of an adiabatic contribution to the isomerization of the central double bond. The diabatic part of the isomerization quantum yield is most strongly affected by the solvent. A solvent with higher polarity lowers the energy of an excited state with 90-degrees twist of the double bond; that is, a polar solvent will stabilize a zwitterionic excited singlet state.