(E,E)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl | 146206-01-1

• 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)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl
• 英文别名: E,E-4,4'-bis[3,5-di(tert-butyl)phenylethyenyl]-1,1'-bibenzyl；1,3-ditert-butyl-5-[(E)-2-[4-[2-[4-[(E)-2-(3,5-ditert-butylphenyl)ethenyl]phenyl]ethyl]phenyl]ethenyl]benzene
• CAS: 146206-01-1
• 化学式: C₄₆H₅₈
• 分子量: 610.967
• InChiKey: DMRVVORDKIBZRA-OGGGYYITSA-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：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 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)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl 生成 (EZ)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl
  参考文献：
  名称：

  Cis-trans photoisomerization of bis-stilbenes with ethylene bridges

  摘要：

  The mechanisms for Z-E photoisomerization of two bisstilbenes, 4,4'-bis(3,5-di-tert-butylstyryl)bibenzyl, 1, and [2.2]-4,4'-stilbenophane, 2, have been studied. The isomerizations of ZZ-1 and EE-1 are similar to those of Z- and E-stilbene, respectively. On excitation of ZE-1 there is a competition between an energy transfer process from the E- to the Z-chromophore and isomerization. This results in a small quantum yield (<0.01) for isomerization of ZE-1 to ZZ-1, whereas that of ZE-1 to EE-1 is 0.19. The Z-E isomerizations of the stilbenophane, 2, are clearly different from those of 1. EE-2 is, to our knowledge, the first example of two stilbene units forming an excimer. In EZ-2 there is neither efficient energy transfer from EZ*-2 nor from E*Z-2 while for a higher excited state EZ**-2 efficient energy transfer yielding E*Z-2 takes place. The Z-E isomerization of ZZ-2 is again more similar to that of Z-stilbene.

  DOI：

  10.1021/j100111a033
• 作为产物：
  描述：

  (EZ)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl 生成 (E,E)-4,4'-Bis(3,5-di-tert-butylstyryl)bibenzyl
  参考文献：
  名称：

  Cis-trans photoisomerization of bis-stilbenes with ethylene bridges

  摘要：

  The mechanisms for Z-E photoisomerization of two bisstilbenes, 4,4'-bis(3,5-di-tert-butylstyryl)bibenzyl, 1, and [2.2]-4,4'-stilbenophane, 2, have been studied. The isomerizations of ZZ-1 and EE-1 are similar to those of Z- and E-stilbene, respectively. On excitation of ZE-1 there is a competition between an energy transfer process from the E- to the Z-chromophore and isomerization. This results in a small quantum yield (<0.01) for isomerization of ZE-1 to ZZ-1, whereas that of ZE-1 to EE-1 is 0.19. The Z-E isomerizations of the stilbenophane, 2, are clearly different from those of 1. EE-2 is, to our knowledge, the first example of two stilbene units forming an excimer. In EZ-2 there is neither efficient energy transfer from EZ*-2 nor from E*Z-2 while for a higher excited state EZ**-2 efficient energy transfer yielding E*Z-2 takes place. The Z-E isomerization of ZZ-2 is again more similar to that of Z-stilbene.

  DOI：

  10.1021/j100111a033

文献信息

• Rotaxane or Pseudorotaxane? Effects of Small Structural Variations on the Deslipping Kinetics of Rotaxanes with Stopper Groups of Intermediate Size
  作者：Ansgar Affeld、Gosia M. Hübner、Christian Seel、Christoph A. Schalley

  DOI：10.1002/1099-0690(200108)2001:15<2877::aid-ejoc2877>3.0.co;2-r

  日期：2001.8

  Secondly, stopper flexibility has an important influence on the deslipping rate. Thirdly, exchange of a carbonamide for a sulfonamide in the wheel significantly reduces the entropic costs of the deslipping, resulting in a pronounced deslipping rate enhancement. Fourthly, intramolecular hydrogen bonding within the wheel decelerates deslipping by a factor of more than 104.

  三个系列的轮烷已通过滑动合成（轴和轮混合熔化）、通过识别大环轮内部的酰胺基团或通过阴离子模板法（其中塞子酚盐与轮以氢键键合）的方式合成。然后通过与半轴的反应连接。大多数这些轮烷使用的 3,5-二叔丁基苯基塞子足够大，可以隔离它们，但在适当的条件下仍允许车轮从轴上滑落。所有轮烷的脱滑活化参数均来自 1 H NMR 动力学测量值，并已根据 Arrhenius 方程和 Eyring 理论进行评估。小的结构变化会对激活参数产生惊人的影响。首先，在一些例子中，轴长影响防滑屏障，但止动器和车轮的尺寸互补性保持不变。其次，塞子的柔韧性对脱滑率有重要影响。第三，在车轮中用碳酰胺交换磺酰胺显着降低了脱滑的熵成本，从而显着提高了脱滑率。第四，车轮内的分子内氢键使滑移减速超过 104 倍。
• Cis-trans photoisomerization of bis-stilbenes with ethylene bridges
  作者：Ingjald Anger、Kjell Sandros、Mikael Sundahl、Olof Wennerstroem

  DOI：10.1021/j100111a033

  日期：1993.3

  The mechanisms for Z-E photoisomerization of two bisstilbenes, 4,4'-bis(3,5-di-tert-butylstyryl)bibenzyl, 1, and [2.2]-4,4'-stilbenophane, 2, have been studied. The isomerizations of ZZ-1 and EE-1 are similar to those of Z- and E-stilbene, respectively. On excitation of ZE-1 there is a competition between an energy transfer process from the E- to the Z-chromophore and isomerization. This results in a small quantum yield (<0.01) for isomerization of ZE-1 to ZZ-1, whereas that of ZE-1 to EE-1 is 0.19. The Z-E isomerizations of the stilbenophane, 2, are clearly different from those of 1. EE-2 is, to our knowledge, the first example of two stilbene units forming an excimer. In EZ-2 there is neither efficient energy transfer from EZ*-2 nor from E*Z-2 while for a higher excited state EZ**-2 efficient energy transfer yielding E*Z-2 takes place. The Z-E isomerization of ZZ-2 is again more similar to that of Z-stilbene.