(E)-2-[3-cyano-4-(3-(2,6-di-tert-butyl-4H-pyran-4-ylidene)prop-1-enyl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-2-[3-cyano-4-(3-(2,6-di-tert-butyl-4H-pyran-4-ylidene)prop-1-enyl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile
• 英文别名: 2-[3-cyano-4-[(E)-3-(2,6-ditert-butylpyran-4-ylidene)prop-1-enyl]-5,5-dimethylfuran-2-ylidene]propanedinitrile
• 化学式: C₂₆H₂₉N₃O₂
• 分子量: 415.535
• InChiKey: JBCKMCBMRHPOON-PKNBQFBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2,6-di-tert-butyl-4H-pyran-4-ylidene)acetaldehyde 、 2-(3-氰基-4,5,5-三甲基呋喃-2(5H)-亚甲基)丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 以15%的产率得到(E)-2-[3-cyano-4-(3-(2,6-di-tert-butyl-4H-pyran-4-ylidene)prop-1-enyl)-5,5-dimethylfuran-2(5H)-ylidene]malononitrile
  参考文献：
  名称：

  4H-Pyran-4-ylidenes: Strong Proaromatic Donors for Organic Nonlinear Optical Chromophores

  摘要：

  Merocyanines where a polyenic spacer separates a 4H-pyran-4-ylidetic moiety and different strong organic acceptors have been synthesized. According to NMR studies and X-ray diffraction data, these compounds have weakly alternated structures and remarkably zwitterionic ground states, with a partial aromatic character that is compared to those of other pyran derivatives. The proaromaticity of the 4H-pyran-4-ylidene donor lies behind the cyanine-like behavior and low (positive or negative) second-order optical nonlinearities of the shorter derivatives. On the other hand, lengthening the pi-spacer gives rise to rapidly increasing mu beta(1907) values up to 17,400 x 10(-48) esu.

  DOI：

  10.1021/jo901142f

文献信息

• 4<i>H</i>-Pyran-4-ylidenes: Strong Proaromatic Donors for Organic Nonlinear Optical Chromophores
  作者：Raquel Andreu、Laura Carrasquer、Santiago Franco、Javier Garín、Jesús Orduna、Natalia Martínez de Baroja、Raquel Alicante、Belén Villacampa、Magali Allain

  DOI：10.1021/jo901142f

  日期：2009.9.4

  Merocyanines where a polyenic spacer separates a 4H-pyran-4-ylidetic moiety and different strong organic acceptors have been synthesized. According to NMR studies and X-ray diffraction data, these compounds have weakly alternated structures and remarkably zwitterionic ground states, with a partial aromatic character that is compared to those of other pyran derivatives. The proaromaticity of the 4H-pyran-4-ylidene donor lies behind the cyanine-like behavior and low (positive or negative) second-order optical nonlinearities of the shorter derivatives. On the other hand, lengthening the pi-spacer gives rise to rapidly increasing mu beta(1907) values up to 17,400 x 10(-48) esu.