4,5-二苯基-1,4,7-辛三烯 | 57340-61-1

• 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: 4,5-二苯基-1,4,7-辛三烯
• 英文名称: 4,5-diphenyl-1,4,7-octatriene
• 英文别名: [(4Z)-5-phenylocta-1,4,7-trien-4-yl]benzene
• CAS: 57340-61-1
• 化学式: C₂₀H₂₀
• 分子量: 260.379
• InChiKey: SKBYQGBCWIHHTO-VXPUYCOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  4,5-二苯基-1,4,7-辛三烯 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到1,2-diphenylcyclohexa-1,4-diene
  参考文献：
  名称：

  Stereoselective construction of 3a-methylhydrindanes starting from 2,7-enynol derivatives based on Ti(II)-mediated cyclization and Ru-catalyzed ring-closing metathesis

  摘要：

  The Ti(II)-mediated cyclization of 3-methyloct-2-en-7-yn-l-ol derivatives 2 proceeded stereoselectively to afford 1-methyl-2-(1-alkylbut-3-enylidene)-1-vinylcyclopentanes 3 after treatment of the resulting alkenyltitaniums with allylbromide in the presence of CuCN, which was readily converted to 3a-methyl-2,3,3a,6-tetrahydro-1H-indenes 1 by the Ru-catalyzed ring-closing metathesis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.030
• 作为产物：
  描述：

  3-溴丙烯 、 二苯基乙炔 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 乙醚 、 四氢呋喃 为溶剂， 以83%的产率得到4,5-二苯基-1,4,7-辛三烯
  参考文献：
  名称：

  Stereoselective construction of 3a-methylhydrindanes starting from 2,7-enynol derivatives based on Ti(II)-mediated cyclization and Ru-catalyzed ring-closing metathesis

  摘要：

  The Ti(II)-mediated cyclization of 3-methyloct-2-en-7-yn-l-ol derivatives 2 proceeded stereoselectively to afford 1-methyl-2-(1-alkylbut-3-enylidene)-1-vinylcyclopentanes 3 after treatment of the resulting alkenyltitaniums with allylbromide in the presence of CuCN, which was readily converted to 3a-methyl-2,3,3a,6-tetrahydro-1H-indenes 1 by the Ru-catalyzed ring-closing metathesis. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.030

文献信息

• Nickel-catalysed bis-allylation of internal alkynes with triallylindium
  作者：Tsunehisa Hirashita、Kazuhiko Akutagawa、Toshiya Kamei、Shuki Araki

  DOI：10.1039/b603663e

  日期：——

  The Ni-catalysed reaction of triallylindium with internal alkynes underwent bis-allylation to afford octa-1,4,7-trienes in high yield.

  在镍催化下，三烯丙基铟与内部炔烃发生双烯丙基化反应，以高产率获得辛-1,4,7-三烯。
• Zirconium mediated or catalysed highly stereoselective cyclization of 1,4,7-trienes
  作者：Tamotsu Takahashi、Martin Kotora、Kayoko Kasai

  DOI：10.1039/c39940002693

  日期：——

  Cyclization of 1,4,7-trienes, which are easily prepared by double allylation reaction of alkynes, proceeded in the presence of a stoichiometric or catalytic amount of zirconocene compounds to give only cis isomers (>98% stereoselectivity).

  1,4,7-三烯的环化可通过炔烃的双烯丙基化反应轻松实现，在化学计量或催化量的锆茂化合物的存在下进行，仅生成顺式异构体（立体选择性>98%）。
• Copper catalyzed CC bond formation reaction of allylzirconation products of alkynes
  作者：Tamotsu Takahashi、Martin Kotora、Kayoko Kasai、Noriyuki Suzuki

  DOI：10.1016/s0040-4039(00)77279-0

  日期：1994.8

  Reaction of allylzirconation products of alkynes with allyl chloride was catalyzed by copper salts to give stereodefined 1,4,7-trienes.
• Reaction of Zirconacycles with 3-Iodopropenoates and 3-Iodocycloenones in the Presence of CuCl:  A New Pathway for the Formation of Cyclopentadienes and Spirocyclic Compounds
  作者：Chanjuan Xi、Martin Kotora、Kiyohiko Nakajima、Tamotsu Takahashi

  DOI：10.1021/jo9905975

  日期：2000.2.1

  Formation of cyclic compounds from zirconacycles has been performed by a combination of Michael addition and coupling with an alkenyl iodide moiety in the presence of a stoichiometric amount of CuCl. The reaction of 3-iodopropenoates with various zirconacyclopentadienes in the presence of a stoichiometric amount of CuCl afforded penta- and hexasubstituted cyclopentadienes. The reaction of 3-iodocycloenones with zirconacyclopentadienes, zirconacyclopentenes, or zirconacyclopentanes gave spirocyclic compounds in good yields.
• Stereoselective construction of 3a-methylhydrindanes starting from 2,7-enynol derivatives based on Ti(II)-mediated cyclization and Ru-catalyzed ring-closing metathesis
  作者：Mutsumi Ohkubo、Wataru Uchikawa、Hitomi Matsushita、Aiko Nakano、Takayuki Shirato、Sentaro Okamoto

  DOI：10.1016/j.tetlet.2006.05.030

  日期：2006.7

  The Ti(II)-mediated cyclization of 3-methyloct-2-en-7-yn-l-ol derivatives 2 proceeded stereoselectively to afford 1-methyl-2-(1-alkylbut-3-enylidene)-1-vinylcyclopentanes 3 after treatment of the resulting alkenyltitaniums with allylbromide in the presence of CuCN, which was readily converted to 3a-methyl-2,3,3a,6-tetrahydro-1H-indenes 1 by the Ru-catalyzed ring-closing metathesis. (c) 2006 Elsevier Ltd. All rights reserved.