1,1-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene | 184155-12-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,1-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene
• CAS: 184155-12-2
• 化学式: C₂₈H₂₂
• 分子量: 358.483
• InChiKey: BPVUQJHVRZACJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 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-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene 在 1,4-CHD 作用下， 反应 32.0h， 以52%的产率得到5-Benzhydryl-6-phenyl-indan
  参考文献：
  名称：

  Synthesis of (4Z)-1,1-Diphenyl-1,2,4-heptatrien-6-ynes and Their Facile Cycloaromatizations to α,3-Didehydrotoluene Biradicals Having a Triarylmethyl Radical Center

  摘要：

  The Horner reaction between enynyl aldehydes 12 and phosphinoxy carbanion 11 provided enyne-allenes 14. Thermolysis (37-80 degrees C) of 1,4-cyclohexadiene solutions of 14 gave 20 via alpha,3-didehydrotoluene biradicals 19 having a reactive aryl radical center and a stabilized triaryhmethyl radical center. In the absence of 1,4-cyclohexadiene, 19e underwent intramolecular II-atom transfer between the proximal benzylic methyl group and the aryl radical center to give the more stable biradical 21, the ultimate precursor of 22.

  DOI：

  10.1021/jo961073x
• 作为产物：
  描述：

  phenylethynyl diphenylphosphine oxide 在 正丁基锂 、 碘 、 copper(I) bromide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.5h， 生成 1,1-diphenyl-3-[2-(phenylethynyl)-1-cyclopentenyl]-1,2-propadiene
  参考文献：
  名称：

  Synthesis of (4Z)-1,1-Diphenyl-1,2,4-heptatrien-6-ynes and Their Facile Cycloaromatizations to α,3-Didehydrotoluene Biradicals Having a Triarylmethyl Radical Center

  摘要：

  The Horner reaction between enynyl aldehydes 12 and phosphinoxy carbanion 11 provided enyne-allenes 14. Thermolysis (37-80 degrees C) of 1,4-cyclohexadiene solutions of 14 gave 20 via alpha,3-didehydrotoluene biradicals 19 having a reactive aryl radical center and a stabilized triaryhmethyl radical center. In the absence of 1,4-cyclohexadiene, 19e underwent intramolecular II-atom transfer between the proximal benzylic methyl group and the aryl radical center to give the more stable biradical 21, the ultimate precursor of 22.

  DOI：

  10.1021/jo961073x

文献信息

• Synthesis of (4<i>Z</i>)-1,1-Diphenyl-1,2,4-heptatrien-6-ynes and Their Facile Cycloaromatizations to α,3-Didehydrotoluene Biradicals Having a Triarylmethyl Radical Center
  作者：Bin Liu、Kung K. Wang、Jeffrey L. Petersen

  DOI：10.1021/jo961073x

  日期：1996.1.1

  The Horner reaction between enynyl aldehydes 12 and phosphinoxy carbanion 11 provided enyne-allenes 14. Thermolysis (37-80 degrees C) of 1,4-cyclohexadiene solutions of 14 gave 20 via alpha,3-didehydrotoluene biradicals 19 having a reactive aryl radical center and a stabilized triaryhmethyl radical center. In the absence of 1,4-cyclohexadiene, 19e underwent intramolecular II-atom transfer between the proximal benzylic methyl group and the aryl radical center to give the more stable biradical 21, the ultimate precursor of 22.