(3,3-二甲基-2-苯基环戊烯-1-基)苯 | 54007-91-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: (3,3-二甲基-2-苯基环戊烯-1-基)苯
• 英文名称: 3,3-dimethyl-2-phenyl-1-phenylcyclopentene
• 英文别名: (3,3-dimethylcyclopent-1-ene-1,2-diyl)dibenzene；1,2-diphenyl-3,3-dimethylcyclopentene；1,2-Diphenyl-5,5-dimethyl-cyclopenten(1)；1,1'-(3,3-Dimethylcyclopent-1-ene-1,2-diyl)dibenzene；(3,3-dimethyl-2-phenylcyclopenten-1-yl)benzene
• CAS: 54007-91-9
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: XXIDNPFUPSYOAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  (3,3-二甲基-2-苯基环戊烯-1-基)苯 在 碘 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 20.0h， 以87%的产率得到1,1-dimethyl-2,3-dihydro-1H-cyclopenta[l]phenanthrene
  参考文献：
  名称：

  Cu-Catalyzed Arylcarbocyclization of Alkynes with Diaryliodonium Salts through C–C Bond Formation on Inert C_(sp3)–H Bond

  摘要：

  Copper-catalyzed arylcarbocyclization reaction of alkynes was realized with diaryliodonium salts through C-C bond formation on an inert C-(sp3)-H bond. This method provides an efficient cyclization of alkyl alkynes to generate carbocycles with good step-economy. Theoretical study revealed an interesting Cu-catalyzed concerted pathway of the C-C bond formation.

  DOI：

  10.1021/ol501655g
• 作为产物：
  描述：

  2,2-Dimethyl-1,5-diphenylpentan-1-thion 生成 (3,3-二甲基-2-苯基环戊烯-1-基)苯
  参考文献：
  名称：

  Photochemical synthesis. 65. Thione photochemistry. 22. Intramolecular cyclization of aralkyl thiones from S2

  摘要：

  DOI：

  10.1021/ja00436a025

文献信息

• Cu-Catalyzed Cascades to Carbocycles: Union of Diaryliodonium Salts with Alkenes or Alkynes Exploiting Remote Carbocations
  作者：Fengzhi Zhang、Shoubhik Das、Andrew J. Walkinshaw、Alicia Casitas、Michael Taylor、Marcos G. Suero、Matthew J. Gaunt

  DOI：10.1021/ja504361y

  日期：2014.6.25

  Copper-catalyzed cascade reactions between alkenes or alkynes and diaryliodonium salts form carbocyclic products in a single step. Arylation of the unsaturated functional group is proposed to form a carbocation intermediate that facilitates hydride shift pathways to translocate the positive charge to a remote position and enables ring formation via a Friedel-Crafts-type reaction.

  烯烃或炔烃与二芳基碘鎓盐之间的铜催化级联反应一步形成碳环产物。不饱和官能团的芳基化被提议形成碳正离子中间体，促进氢化物转移途径将正电荷转移到远程位置，并通过弗里德尔-克拉夫茨型反应形成环。
• Photochemical synthesis. 65. Thione photochemistry. 22. Intramolecular cyclization of aralkyl thiones from S2
  作者：A. Couture、K. Ho、M. Hoshino、P. De Mayo、R. Suau、W. R. Ware

  DOI：10.1021/ja00436a025

  日期：1976.9
• Cu-Catalyzed Arylcarbocyclization of Alkynes with Diaryliodonium Salts through C–C Bond Formation on Inert C_(sp3)–H Bond
  作者：Jing Peng、Chao Chen、Junjie Chen、Xiang Su、Chanjuan Xi、Hui Chen

  DOI：10.1021/ol501655g

  日期：2014.7.18

  Copper-catalyzed arylcarbocyclization reaction of alkynes was realized with diaryliodonium salts through C-C bond formation on an inert C-(sp3)-H bond. This method provides an efficient cyclization of alkyl alkynes to generate carbocycles with good step-economy. Theoretical study revealed an interesting Cu-catalyzed concerted pathway of the C-C bond formation.