3-(3,3-bis(4-methoxyphenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione | 1236034-39-1

• 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: 3-(3,3-bis(4-methoxyphenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione
• 英文别名: (4-C6H4OMe)2C=CH-CH=C(COF3)2；3-[3,3-Bis(4-methoxyphenyl)prop-2-enylidene]-1,1,1,5,5,5-hexafluoropentane-2,4-dione；3-[3,3-bis(4-methoxyphenyl)prop-2-enylidene]-1,1,1,5,5,5-hexafluoropentane-2,4-dione
• CAS: 1236034-39-1
• 化学式: C₂₂H₁₆F₆O₄
• 分子量: 458.357
• InChiKey: QZNWPBXZJIVKNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  六氟乙酰丙酮 、 1,1-双(4-甲氧基苯基)-2-丙炔-1-醇 在 [Ru(η3-2-C3H4Me)(CO)(1,1'-bis(diphenylphosphino)ferrocene)][SbF6] 、 三氟乙酸 作用下， 反应 9.0h， 以98%的产率得到3-(3,3-bis(4-methoxyphenyl)allylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione
  参考文献：
  名称：

  Novel push–pull butadienes derived from 1,1-diaryl-2-propyn-1-ols and 1,1,1,5,5,5-hexafluoro-2,4-pentanedione: Synthesis, absorption spectra and solvatochromic behaviour

  摘要：

  Butadiene dyes were synthesized by the catalytic C-C coupling of 1,1-diaryl-2-propyn-1-ols with 1,1,1,5,5,5-hexafluoro-2,4-pentanedione. The reaction, which was promoted by the 16e(-) (eta(3)-allyl)-ruthenium(II) complex [Ru(eta(3)-2-C3H4Me)(CO)(dppf)][SbF6], involved the Meyer-Schuster rearrangement of the aromatic alkynol and subsequent aldol-type condensation of the resulting enal with the fluorinated beta-dicarbonyl compound. The absorption spectra of the dyes, as well as their solvatochromic behaviour, were studied: the structure of (4-C6H4OMe)(2)C=CH-CH=C(COCF3)(2) was unambiguously confirmed by means of single-crystal X-ray diffraction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.03.028

文献信息

• Novel push–pull butadienes derived from 1,1-diaryl-2-propyn-1-ols and 1,1,1,5,5,5-hexafluoro-2,4-pentanedione: Synthesis, absorption spectra and solvatochromic behaviour
  作者：Javier Borge、Victorio Cadierno、Josefina Díez、Sergio E. García-Garrido、José Gimeno

  DOI：10.1016/j.dyepig.2010.03.028

  日期：2010.11

  Butadiene dyes were synthesized by the catalytic C-C coupling of 1,1-diaryl-2-propyn-1-ols with 1,1,1,5,5,5-hexafluoro-2,4-pentanedione. The reaction, which was promoted by the 16e(-) (eta(3)-allyl)-ruthenium(II) complex [Ru(eta(3)-2-C3H4Me)(CO)(dppf)][SbF6], involved the Meyer-Schuster rearrangement of the aromatic alkynol and subsequent aldol-type condensation of the resulting enal with the fluorinated beta-dicarbonyl compound. The absorption spectra of the dyes, as well as their solvatochromic behaviour, were studied: the structure of (4-C6H4OMe)(2)C=CH-CH=C(COCF3)(2) was unambiguously confirmed by means of single-crystal X-ray diffraction. (C) 2010 Elsevier Ltd. All rights reserved.