(3-(4-fluorophenyl)penta-1,4-diyne-1,5-diyl)dibenzene | 1335520-68-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (3-(4-fluorophenyl)penta-1,4-diyne-1,5-diyl)dibenzene
• 英文别名: 1-(1,5-Diphenylpenta-1,4-diyn-3-yl)-4-fluorobenzene；1-(1,5-diphenylpenta-1,4-diyn-3-yl)-4-fluorobenzene
• CAS: 1335520-68-7
• 化学式: C₂₃H₁₅F
• 分子量: 310.371
• InChiKey: MBYYHYNPXDIKHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯乙炔 在 正丁基锂 作用下， 以 正己烷 、 二氯甲烷 、 环己烷 为溶剂， 反应 0.66h， 生成 (3-(4-fluorophenyl)penta-1,4-diyne-1,5-diyl)dibenzene
  参考文献：
  名称：

  Dialkynylation of aryl aldehydes using dialkynylboron chlorides: A transition-metal-free route to 1,4-diynes

  摘要：

  Dialkynylboron chlorides couple smoothly with aryl aldehydes at room temperature to afford 1,4-dialkynes in good to excellent yields. Dialkynylboron halides act simultaneously as Lewis acid and reactant in this coupling reaction. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.09.008

文献信息

• Aryl Aldehydes as Traceless Dielectrophiles in Bifunctional Titanocene-Catalyzed Propargylic C–X Activations
  作者：Catherine A. Campos、Joseph B. Gianino、David M. Pinkerton、Brandon L. Ashfeld

  DOI：10.1021/ol202401n

  日期：2011.10.21

  directly from aromatic aldehydes is described. The starting aldehyde behaves as a traceless functionality in the formation of multiple carbon–carbon bonds through consecutive carbon–heteroatom bond activations. The sequential addition of a metal acetylide and a second carbon nucleophile to the dielectrophilic aldehyde enables the construction of symmetrical and unsymmetrical 1,4-diynes in good yields

  描述了直接由芳族醛进行钛碳烯催化的全碳取代的叔中心的结构。起始醛通过连续的碳-杂原子键激活，在形成多个碳-碳键时表现为无痕的功能。将金属乙炔化物和第二个碳亲核试剂顺序地添加到该二亲电子醛中使得能够以良好的产率构建对称和不对称的1，4-二炔。
• Gold(I)-Catalyzed Bis-Alkynylation Reaction of Aromatic Aldehydes with Alkynylsilanes
  作者：Belén Rubial、Alfredo Ballesteros、José M. González

  DOI：10.1002/adsc.201300578

  日期：2013.11.25

  AbstractThe first successful gold(I)‐catalyzed reaction of aryl aldehydes with trimethyl(arylethynyl)silanes to furnish bis‐alkynylated derivatives is reported. Key CC bond‐forming events involved in the catalytic cycle are analyzed.magnified image
• Dialkynylation of aryl aldehydes using dialkynylboron chlorides: A transition-metal-free route to 1,4-diynes
  作者：Min-Liang Yao、Adam B. Pippin、Zhong-Zhi Wu、Michael P. Quinn、Li Yong、Marepally S. Reddy、George W. Kabalka

  DOI：10.1016/j.jorganchem.2012.09.008

  日期：2012.12

  Dialkynylboron chlorides couple smoothly with aryl aldehydes at room temperature to afford 1,4-dialkynes in good to excellent yields. Dialkynylboron halides act simultaneously as Lewis acid and reactant in this coupling reaction. (C) 2012 Elsevier B. V. All rights reserved.