(1-propoxy-2-propyne-1,1-diyl)dibenzene | 856696-22-5

• 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: (1-propoxy-2-propyne-1,1-diyl)dibenzene
• 英文别名: propyl 1-diphenylethynyl ether；1,1-diphenylpropynyl n-propyl ether；(1-Phenyl-1-propoxyprop-2-ynyl)benzene
• CAS: 856696-22-5
• 化学式: C₁₈H₁₈O
• 分子量: 250.34
• InChiKey: LGYFTTBHEFQRSZ-UHFFFAOYSA-N

物化性质

• 熔点：
  40-41 °C
• 沸点：
  342.5±37.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (1-propoxy-2-propyne-1,1-diyl)dibenzene 在 N-碘代丁二酰亚胺 、 silver nitrate 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以74%的产率得到(3-iodo-1-propoxy-2-propyne-1,1-diyl)dibenzene
  参考文献：
  名称：

  通过1,2-碘和1,5-氢迁移的Migration催化环化反应合成2-碘-1H-茚。

  摘要：

  complex络合物通过碘和3-碘炔丙基醚的氢迁移催化了2-碘-1H-茚衍生物的形成。该反应通过在中性条件下用容易获得的前体通过连续的1,2-碘和1,5-氢转移产生1-碘烯基r卡宾物质而进行。还研究了生成的烯基碳烯物质的反应机理和反应性。

  DOI：

  10.1021/acs.orglett.9b02380
• 作为产物：
  描述：

  溴丙烷 、 1,1-二苯基-2-丙炔-1-醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 以86%的产率得到(1-propoxy-2-propyne-1,1-diyl)dibenzene
  参考文献：
  名称：

  均双金属钌亚乙烯基，烯丙基和茚基配合物：合成，表征和催化研究

  摘要：

  Abstractmagnified imageFour homobimetallic ruthenium‐(p‐cymene) complexes bearing a tricyclohexylphosphine ligand and polyunsaturated carbon‐rich fragments were obtained via a vinylidene‐allenylidene‐indenylidene cascade pathway from the ethylene complex [(p‐cymene)Ru(μ‐Cl)3RuCl(PCy3)(η2‐C2H4)] (7a). All the products were isolated and fully characterized by IR and NMR spectroscopies. The molecular structure of the indenylidene complex 11 was determined by X‐ray crystallographic analysis. The catalytic activity of the four complexes was probed in various types of olefin metathesis reactions and compared with those of a related homobimetallic ruthenium‐benzylidene complex, as well as first, second, and third generation monometallic Grubbs catalysts. In the ring‐closing metathesis (RCM) of diethyl diallylmalonate, the homobimetallic ruthenium‐indenylidene complex 11 outperformed all the ruthenium‐benzylidene complexes under investigation and was only slightly less efficient than its monometallic parent. Cross‐metathesis experiments with ethylene showed that deactivation of ruthenium‐benzylidene or indenylidene complexes was due to the rapid bimolecular decomposition of methylidene active species into ethylene complex 7a. Vinylidene and allenylidene complexes were far less efficient catalyst precursors for ring‐opening metathesis polymerization (ROMP) or RCM and remained inert under an ethylene atmosphere. Their catalytic activity was, however, substantially enhanced upon addition of an acidic co‐catalyst that most likely promoted their in situ transformation into indenylidene species. Due to its straightforward synthesis and high metathetical activity, homobimetallic ruthenium‐indenylidene complex 11 is a valuable intermediate for the preparation of the Hoveyda–Grubbs catalyst [Cl2Ru(PCy3)(CH‐o‐O‐i‐PrC6H4)] via stoichiometric cross‐metathesis with 2‐isopropoxystyrene. The procedure did not require any sacrificial phosphine and the transition metal not incorporated into the final product was easily recovered and recycled at the end of the process.

  DOI：

  10.1002/adsc.200800664

文献信息

• Alkenylcarbene Ruthenium Arene Complexes as Initiators of Alkene Metathesis: An Enyne Creates a Catalyst that Promotes Its Selective Transformation
  作者：Ricardo Castarlenas、Matthieu Eckert、Pierre H. Dixneuf

  DOI：10.1002/anie.200462865

  日期：2005.4.22