1-Butyl-4-[2-(2-chlorophenyl)ethynyl]benzene | 1445990-52-2

• 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-Butyl-4-[2-(2-chlorophenyl)ethynyl]benzene
• 英文别名: 1-butyl-4-[2-(2-chlorophenyl)ethynyl]benzene
• CAS: 1445990-52-2
• 化学式: C₁₈H₁₇Cl
• 分子量: 268.786
• InChiKey: LDBUVPFXIWGBFS-UHFFFAOYSA-N

物化性质

• 沸点：
  386.4±35.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,1'-(1,2-乙炔二基)二(4-甲基苯) 、 1-Butyl-4-[2-(2-chlorophenyl)ethynyl]benzene 在 三叔丁基膦 、 palladium diacetate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 cesium pivalate 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以86%的产率得到10-(4-butylphenyl)-2-methyl-5-(p-tolyl)indeno[2,1-a]indene
  参考文献：
  名称：

  Pd-Catalyzed Cascade Crossover Annulation of o-Alkynylarylhalides and Diarylacetylenes Leading to Dibenzo[a,e]pentalenes

  摘要：

  A novel and selective Pd-catalyzed cascade crossover-annulation of o-alkynylarylhalides and diarylacetylenes for the synthesis of dibenzo[a,e]pentalenes has been reported. Various arylacetylenes with a wide range of functional groups were tolerated, producing the corresponding multisubstituted dibenzopentalenes with the different substituents on the aromatic rings in good to high yields under the optimized reaction conditions. The reaction proceeds through a Pd-catalyzed cascade carbopalladation and C-H activation. The use of the combined DBU and CsOPiv bases is crucial for the successful implementation of the present cross-annulation.

  DOI：

  10.1021/ja403382d

文献信息

• Pd-Catalyzed Cascade Crossover Annulation of <i>o</i>-Alkynylarylhalides and Diarylacetylenes Leading to Dibenzo[<i>a</i>,<i>e</i>]pentalenes
  作者：Jian Zhao、Kazuaki Oniwa、Naoki Asao、Yoshinori Yamamoto、Tienan Jin

  DOI：10.1021/ja403382d

  日期：2013.7.17

  A novel and selective Pd-catalyzed cascade crossover-annulation of o-alkynylarylhalides and diarylacetylenes for the synthesis of dibenzo[a,e]pentalenes has been reported. Various arylacetylenes with a wide range of functional groups were tolerated, producing the corresponding multisubstituted dibenzopentalenes with the different substituents on the aromatic rings in good to high yields under the optimized reaction conditions. The reaction proceeds through a Pd-catalyzed cascade carbopalladation and C-H activation. The use of the combined DBU and CsOPiv bases is crucial for the successful implementation of the present cross-annulation.