5-phenylocta-1,4,7-trien-4-ylbenzene | 158148-02-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 5-phenylocta-1,4,7-trien-4-ylbenzene
• CAS: 158148-02-8
• 化学式: C₂₀H₂₀
• 分子量: 260.379
• InChiKey: SKBYQGBCWIHHTO-UHFFFAOYSA-N

物化性质

• 沸点：
  369.9±37.0 °C(predicted)
• 密度：
  0.969±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  二氯二茂锆 、 三甲基氯化锡 、 5-phenylocta-1,4,7-trien-4-ylbenzene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以72%的产率得到1,2-diphenyl-4-trimethylstannamethyl-5-methylcyclohexene
  参考文献：
  名称：

  Highly selective monofunctionalization of zirconacyclopentanes and dialkylzirconocene complexes

  摘要：

  Selective monofunctionalization was investigated for symmetrical zirconacyclopentanes or symmetrical dialkylzirconocenes. Reaction of zirconacyclopentanes, which were prepared by intermolecular coupling of two alkenes, or intramolecular cyclization of dienes, trienes or tetraenes on zirconium, with PPh(2)Cl or SnR(3)Cl (R = Me, Ph) gave monofunctionalized products in good to high yields with high selectivities. Even in the presence of 2 equiv, of PPh(2)Cl or SnR(3)Cl, only one Zr-carbon bond reacted. Treatment of zirconacycropentanes with methanol yielded monoprotonated complexes. Subsequent addition of halogen such as Br-2 and I-2 to these monoprotonated complexes gave highly selective monohalogenated products. Similar monoprotonation reactions proceeded for dialkylzirconocene or -hafnocene complexes. Reaction of Cp(2)MR(2) (M = Zr or Hf, R = alkyl or aryl) with alcohols afforded alkylalkoxyzirconocene or -hafnocene complexes, Cp(2)MR(OR') (M = Zr or Hf, R' = alkyl or aryl) in high yields with high selectivities. High selectivity of monofunctionalization using PPh(2)Cl, SnR(3)Cl or alcohols can be attributed to the different reactivities between monoalkylzirconocenes which are monofunctionalized products and zirconacyclopentanes or dialkylzirconocenes.

  DOI：

  10.1016/s0020-1693(96)05301-7
• 作为产物：
  描述：

  3-溴丙烯 、 二苯基乙炔 在 titanium(IV) isopropylate 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 26.0h， 生成 1,2-diphenyl-1,4-pentadiene 、 5-phenylocta-1,4,7-trien-4-ylbenzene
  参考文献：
  名称：

  Cross-coupling reaction of thermally stable titanium(ii)-alkyne complexes with aryl halides catalysed by a nickel complex

  摘要：

  首次报道了热稳定的钛(II)–炔烃络合物与芳基碘化物在催化量的Ni(cod)2存在下的交叉耦合反应。

  DOI：

  10.1039/b310565b

文献信息

• Cross-coupling reaction of thermally stable titanium(ii)-alkyne complexes with aryl halides catalysed by a nickel complex
  作者：Yasushi Obora、Hiroyuki Moriya、Makoto Tokunaga、Yasushi Tsuji

  DOI：10.1039/b310565b

  日期：——

  The first cross-coupling reaction of thermally stable titanium(II)–alkyne complexes with aryl iodides in the presence of a catalytic amount of Ni(cod)2 is presented.

  首次报道了热稳定的钛(II)–炔烃络合物与芳基碘化物在催化量的Ni(cod)2存在下的交叉耦合反应。
• Highly selective monofunctionalization of zirconacyclopentanes and dialkylzirconocene complexes
  作者：Yasushi Nishihara、Koichiro Aoyagi、Ryuichiro Hara、Noriyuki Suzuki、Tamotsu Takahashi

  DOI：10.1016/s0020-1693(96)05301-7

  日期：1996.11

  Selective monofunctionalization was investigated for symmetrical zirconacyclopentanes or symmetrical dialkylzirconocenes. Reaction of zirconacyclopentanes, which were prepared by intermolecular coupling of two alkenes, or intramolecular cyclization of dienes, trienes or tetraenes on zirconium, with PPh(2)Cl or SnR(3)Cl (R = Me, Ph) gave monofunctionalized products in good to high yields with high selectivities. Even in the presence of 2 equiv, of PPh(2)Cl or SnR(3)Cl, only one Zr-carbon bond reacted. Treatment of zirconacycropentanes with methanol yielded monoprotonated complexes. Subsequent addition of halogen such as Br-2 and I-2 to these monoprotonated complexes gave highly selective monohalogenated products. Similar monoprotonation reactions proceeded for dialkylzirconocene or -hafnocene complexes. Reaction of Cp(2)MR(2) (M = Zr or Hf, R = alkyl or aryl) with alcohols afforded alkylalkoxyzirconocene or -hafnocene complexes, Cp(2)MR(OR') (M = Zr or Hf, R' = alkyl or aryl) in high yields with high selectivities. High selectivity of monofunctionalization using PPh(2)Cl, SnR(3)Cl or alcohols can be attributed to the different reactivities between monoalkylzirconocenes which are monofunctionalized products and zirconacyclopentanes or dialkylzirconocenes.