3-(2-dibenzo[a,d]cyclohepten-5-ylidene-ethylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione | 1236034-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 3-(2-dibenzo[a,d]cyclohepten-5-ylidene-ethylidene)-1,1,1,5,5,5-hexafluoro-2,4-pentanedione
• CAS: 1236034-42-6
• 化学式: C₂₂H₁₂F₆O₂
• 分子量: 422.326
• InChiKey: TXCRWEJLQVTAQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  六氟乙酰丙酮 、 5-ethynyl-5H-dibenzo[a,d]cyclohepten-5-ol 在 [Ru(η3-2-C3H4Me)(CO)(1,1'-bis(diphenylphosphino)ferrocene)][SbF6] 、 三氟乙酸 作用下， 反应 1.5h， 以96%的产率得到3-(2-dibenzo[a,d]cyclohepten-5-ylidene-ethylidene)-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