(Z,Z)-9,10-Bis(styryl)anthracene | 123475-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (Z,Z)-9,10-Bis(styryl)anthracene
• 英文别名: Z,Z-9,10-bis(styryl)anthracene；(Z,Z)-9,10-distyrylanthracene；9,10-di-cis-styryl-anthracene；9,10-Di-cis-styryl-anthracen；9,10-Di-(cis-styryl)-anthracen；9,10-Di((Z)-styryl)anthracene；9,10-bis[(Z)-2-phenylethenyl]anthracene
• CAS: 123475-69-4
• 化学式: C₃₀H₂₂
• 分子量: 382.505
• InChiKey: OQOLNSMRZSCCFZ-WRBBJXAJSA-N

物化性质

• 沸点：
  591.9±30.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.33
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (Z,Z)-9,10-Bis(styryl)anthracene 在 樟脑醌 作用下， 生成 9,10-二[(E)-2-苯基乙烯基]蒽
  参考文献：
  名称：

  Triplet state 1- and 2-fold cis-trans isomerization of bis(styryl)arenes - balance between diabatic and adiabatic mechanisms

  摘要：

  The mechanism for triplet-sensitized cis-trans photoisomerization of three bisstyrylarenes, 1-3, has been studied by quantum yield measurements and laser flash photolysis. The triplet-state lifetimes for all three molecules are long enough to give an isomerization pattern essentially determined by the thermodynamics of the triplet excited-state surface, that is, equilibration processes are much faster than decay processes. Decay from the triplet excited-state surface occurs to various degrees from two equilibrated states, the planar 3E,E* and another with one double bond twisted, 3E,p*. Extension of pi-conjugation gives more 2-fold cis-trans isomerization, from the Z,Z isomer to the E,E isomer, due to aa more facile adiabatic than diabatic pathway for the isomerization reaction. For one of the molecules, 9,10-bisstyrylanthracene, 3, the Z,Z isomer undergoes exclusively 2-fold isomerization to yield the E,E isomer. 1,4-Bis(3,5-di-tert-butylstyryl)naphthalene, 2, shows mainly 2-fold isomerization from the Z,Z isomer, but there is also a diabatic contribution to this isomerization giving a photostationary state, ZE:EE, 18:82. For 4,4'-bis(3,5-di-tert-butylstyryl)biphenyl, 1, the isomerization is still partly adiabatic. There is no decay from the 3Z,p* but all decay occurs from 3E,p*, giving a photostationary state ZE:EE, ca. 50:50. The photostationary states for the bisstyrylnaphthalene and the bisstyrylbiphenyl can be affected by the addition of aa triplet quencher, azulene or perylene, to give almost pure E,E.

  DOI：

  10.1021/j100196a034
• 作为产物：
  描述：

  9,10-di-cis(?)-styryl-9,10-dihydro-anthracene-9,10-diol 在 溶剂黄146 、 tin(ll) chloride 作用下， 生成 (Z,Z)-9,10-Bis(styryl)anthracene
  参考文献：
  名称：

  Skowronski et al., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1959, vol. 249, p. 552

  摘要：

  DOI：

文献信息

• Palladium-catalyzed arylation of styrene and acrylic acid in water
  作者：N.A. Bumagin、V.V. Bykov、L.I. Sukhomlinova、T.P. Tolstaya、I.P. Beletskaya

  DOI：10.1016/0022-328x(94)05056-h

  日期：1995.1

  Palladium-catalyzed arylations of styrene and acrylic acid are shown to occur in the presence of base (Na2CO3 or K2CO3) in pure water using simple palladium compounds as catalyst precursors.
• Rio, Annales de Chimie (Cachan, France), 1954, vol. <12> 9, p. 182,244
  作者：Rio

  DOI：——

  日期：——
• Rio, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1952, vol. 235, p. 964
  作者：Rio

  DOI：——

  日期：——