(E,Z)-<2.2>-4,4'-stilbenophane | 79238-92-9

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (E,Z)-<2.2>-4,4'-stilbenophane
• 英文别名: (2Z,14E)-pentacyclo[20.2.2.24,7.210,13.216,19]dotriaconta-1(25),2,4,6,10,12,14,16(28),17,19(27),22(26),23,29,31-tetradecaene
• CAS: 79238-92-9
• 化学式: C₃₂H₂₈
• 分子量: 412.574
• InChiKey: HXTFTLGWCCUJKM-AOFKAUNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  32
• 可旋转键数：
  0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.12
• 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,Z)-<2.2>-4,4'-stilbenophane 生成 <2₄>paracyclophanediene, isomer 2
  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：

  (E,E)-<2.2>-4,4'-stilbenophane 生成 (E,Z)-<2.2>-4,4'-stilbenophane
  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

• [2,2] (4,4′)Trans-stilbenophane
  作者：David Tanner、Olof Wennerström

  DOI：10.1016/s0040-4039(01)92920-x

  日期：——
• TANNER D.; WENNERSTROEM O., TETRAHEDRON LETT., 1981, 22, NO 24, 2313-2316
  作者：TANNER D.、 WENNERSTROEM O.

  DOI：——

  日期：——
• 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.