1-(4-methoxyphenyl)-5-[(E)-2-phenylethenyl]-2,3-dihydroindole | 777092-62-3

• 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: 1-(4-methoxyphenyl)-5-[(E)-2-phenylethenyl]-2,3-dihydroindole
• CAS: 777092-62-3
• 化学式: C₂₃H₂₁NO
• 分子量: 327.426
• InChiKey: CDSCGZRPQUSOFI-BQYQJAHWSA-N

物化性质

• 沸点：
  530.6±50.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methoxyphenyl)-5-[(E)-2-phenylethenyl]-2,3-dihydroindole 以 二氯甲烷 为溶剂， 生成 1-(4-Methoxy-phenyl)-5-((Z)-styryl)-2,3-dihydro-1H-indole
  参考文献：
  名称：

  Substituent-Dependent Photoinduced Intramolecular Charge Transfer in N-Aryl-Substituted trans-4-Aminostilbenes

  摘要：

  The photochemical behavior of trans-4-(N-arylamino)stilbene (1, aryl = 4-substituted phenyl) in solvents more polar than THF is strongly dependent on the substituent in the N-aryl group. This is attributed to the formation of a twisted intramolecular charge transfer (TICT) state for those with a methoxy (10M), methoxycarbonyl (1CO), or cyano (1CN) substituent but not for those with a methyl (1Me), hydrogen (1H), chloro (1Cl), or trifluoromethyl (1CF) substituent. On the basis of the ring-bridged model compounds 3-6, the TICT states for 1CN and 1CO result from the twisting of the anilino-benzonitrilo C-N bond, but for 10M it is from the twisting of the stilbenyl-anilino C-N bond, both of which are distinct from the TICT states previously proposed for N,N-dimethylaminostilbenes.

  DOI：

  10.1021/ja047604d
• 作为产物：
  描述：

  1-(4-methoxyphenyl)-1H-indole 在 sodium hydride 、 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-(4-methoxyphenyl)-5-[(E)-2-phenylethenyl]-2,3-dihydroindole
  参考文献：
  名称：

  Substituent-Dependent Photoinduced Intramolecular Charge Transfer in N-Aryl-Substituted trans-4-Aminostilbenes

  摘要：

  The photochemical behavior of trans-4-(N-arylamino)stilbene (1, aryl = 4-substituted phenyl) in solvents more polar than THF is strongly dependent on the substituent in the N-aryl group. This is attributed to the formation of a twisted intramolecular charge transfer (TICT) state for those with a methoxy (10M), methoxycarbonyl (1CO), or cyano (1CN) substituent but not for those with a methyl (1Me), hydrogen (1H), chloro (1Cl), or trifluoromethyl (1CF) substituent. On the basis of the ring-bridged model compounds 3-6, the TICT states for 1CN and 1CO result from the twisting of the anilino-benzonitrilo C-N bond, but for 10M it is from the twisting of the stilbenyl-anilino C-N bond, both of which are distinct from the TICT states previously proposed for N,N-dimethylaminostilbenes.

  DOI：

  10.1021/ja047604d

文献信息

• Substituent-Dependent Photoinduced Intramolecular Charge Transfer in <i>N</i>-Aryl-Substituted <i>trans</i>-4-Aminostilbenes
  作者：Jye-Shane Yang、Kang-Ling Liau、Chin-Min Wang、Chung-Yu Hwang

  DOI：10.1021/ja047604d

  日期：2004.10.1

  The photochemical behavior of trans-4-(N-arylamino)stilbene (1, aryl = 4-substituted phenyl) in solvents more polar than THF is strongly dependent on the substituent in the N-aryl group. This is attributed to the formation of a twisted intramolecular charge transfer (TICT) state for those with a methoxy (10M), methoxycarbonyl (1CO), or cyano (1CN) substituent but not for those with a methyl (1Me), hydrogen (1H), chloro (1Cl), or trifluoromethyl (1CF) substituent. On the basis of the ring-bridged model compounds 3-6, the TICT states for 1CN and 1CO result from the twisting of the anilino-benzonitrilo C-N bond, but for 10M it is from the twisting of the stilbenyl-anilino C-N bond, both of which are distinct from the TICT states previously proposed for N,N-dimethylaminostilbenes.