N,N-dimethyl-4-((Z)-((Z)-3-(4-(trifluoromethyl)benzylidene)isobenzofuran-1(3H)-ylidene)methyl)aniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dimethyl-4-((Z)-((Z)-3-(4-(trifluoromethyl)benzylidene)isobenzofuran-1(3H)-ylidene)methyl)aniline
• 英文别名: N,N-Dimethyl-4-[[3-[4-(trifluoromethyl)benzylidene]-1,3-dihydroisobenzofuran-1-ylidene]methyl]benzeneamine；N,N-dimethyl-4-[(Z)-[(3Z)-3-[[4-(trifluoromethyl)phenyl]methylidene]-2-benzofuran-1-ylidene]methyl]aniline
• 化学式: C₂₅H₂₀F₃NO
• 分子量: 407.435
• InChiKey: XCJSSLQBLJESMJ-MPKYGIEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (Z)-1-(4-(trifluoromethyl)benzylidene)-1,3-dihydroisobenzofuran 、 对二甲氨基苯甲醛 在 18-冠醚-6 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以82%的产率得到N,N-dimethyl-4-((Z)-((Z)-3-(4-(trifluoromethyl)benzylidene)isobenzofuran-1(3H)-ylidene)methyl)aniline
  参考文献：
  名称：

  A concise synthesis of tunable fluorescent 1,3-dihydroisobenzofuran derivatives as new fluorophores

  摘要：

  A convenient Potassium tert-butoxide catalyzed addition elimination reaction has been achieved using exo-cyclic end l ethers and aryl aldehydes as the starting materials. The transition-metal free reaction proceeded smoothly to afford 1,3-dihydroisobenzofuran derivatives with good to excellent yields. More importantly, the resulting products were discovered as novel fluorophores with good fluorescence properties and remarkable Stokes shifts. Changing the nature of the substituents in 1,3-dihydroisobenzofurans derivatives allowed the maximum emission wavelengths to be tuned between 438 and 597 nm and the Stokes shifts varied between 63 and 166 nm. In particular, derivative C27 containing a piperidyl and a cyano group showed the maximum emission wavelength of 597 nm and a Stokes shift of 166 nm. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2014.10.013

文献信息

• A concise synthesis of tunable fluorescent 1,3-dihydroisobenzofuran derivatives as new fluorophores
  作者：Xue Song Shang、Deng Yuan Li、Nian Tai Li、Pei Nian Liu

  DOI：10.1016/j.dyepig.2014.10.013

  日期：2015.3

  A convenient Potassium tert-butoxide catalyzed addition elimination reaction has been achieved using exo-cyclic end l ethers and aryl aldehydes as the starting materials. The transition-metal free reaction proceeded smoothly to afford 1,3-dihydroisobenzofuran derivatives with good to excellent yields. More importantly, the resulting products were discovered as novel fluorophores with good fluorescence properties and remarkable Stokes shifts. Changing the nature of the substituents in 1,3-dihydroisobenzofurans derivatives allowed the maximum emission wavelengths to be tuned between 438 and 597 nm and the Stokes shifts varied between 63 and 166 nm. In particular, derivative C27 containing a piperidyl and a cyano group showed the maximum emission wavelength of 597 nm and a Stokes shift of 166 nm. (C) 2014 Elsevier Ltd. All rights reserved.