1,2-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)phenyl]ethyne | 86116-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)phenyl]ethyne
• 英文别名: 17-[2-(2,5,8,11,14-Pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethynyl]-2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene
• CAS: 86116-10-1
• 化学式: C₃₀H₃₈O₁₀
• 分子量: 558.626
• InChiKey: WUUKVMZEQZNUJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  40
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  92.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,2-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)phenyl]ethyne 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 为溶剂， 以75%的产率得到1,2-bis-(4-benzo-15-crown-5)ethane
  参考文献：
  名称：

  钯催化的 4'-碘苯并冠醚与乙炔的反应。烷基取代的苯并冠醚和双（苯并冠醚）sviaAlkynyl-取代的苯并冠醚的方便合成

  摘要：

  4'-Iodobenzo-15-crown-5 和-18-crown-6 被庚炔、炔丙醇、1,7-辛二炔和乙炔在Pd(PPh3)2Cl2 和Cul 催化下以良好的收率进行炔化。后两种乙炔一步生成双（冠醚）。炔基化的苯并冠醚氢化得到4'-庚基、4'-(3-羟丙基)苯并冠醚和与亚乙基或八亚甲基键连接的双(苯并冠醚)。

  DOI：

  10.1246/bcsj.56.961
• 作为产物：
  描述：

  苯并-15-冠醚-5 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 硫酸 、 碘 、 过碘酸 、 二乙胺 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 26.0h， 生成 1,2-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)phenyl]ethyne
  参考文献：
  名称：

  Establishment of an Efficient Synthetic Route to 3,4:3’,4’-Bis(3,6,9-trioxaundecane-1,11-dioxy)benzil

  摘要：

  3,4:3',4'-Bis(3,6,9-trioxaundecane- 1, 11 -dioxy)benzil (1) [bis(crown ether)benzil] was prepared by three different routes in which the third route C, including the method of Sonogashira-coupling, was the most efficient method with the overall yield of 50%. Further, the method of synthesizing the novel compound 3,4:3',4'-bis[3,4-(3,6,9-trioxaundecane- 1, 11 -dioxy)]benzoin (6) [bis(crown ether)benzoin], which has not yet been prepared appropriately, was also provided.

  DOI：

  10.3987/com-06-10831

文献信息

• Palladium-catalyzed Reaction of 4′-Iodobenzocrown Ethers with Acetylenes. Convenient Synthesis of Alkyl-substituted Benzocrown Ethers and Bis(benzocrown ether)s<i>via</i>Alkynyl-substituted Benzocrown Ethers
  作者：Kiyoshi Kikukawa、Akito Abe、Fumio Wada、Tsutomu Matsuda

  DOI：10.1246/bcsj.56.961

  日期：1983.3

  7-octadiyne and acetylene in good yields with use of Pd(PPh3)2Cl2 and Cul as catalysts. The latter two acetylenes gave bis(crown ether)s in one step. Hydrogenation of the alkynylated benzocrown ethers gave 4′-heptyl, 4′-(3-hydroxypropyl)benzocrown ethers and bis(benzocrown ether)s connected with ethylene or octamethylene linkage.

  4'-Iodobenzo-15-crown-5 和-18-crown-6 被庚炔、炔丙醇、1,7-辛二炔和乙炔在Pd(PPh3)2Cl2 和Cul 催化下以良好的收率进行炔化。后两种乙炔一步生成双（冠醚）。炔基化的苯并冠醚氢化得到4'-庚基、4'-(3-羟丙基)苯并冠醚和与亚乙基或八亚甲基键连接的双(苯并冠醚)。
• KIKUKAWA, KIYOSHI;ABE, AKITO;WADA, FUMIO;MATSUDA, TSUTOMU, BULL. CHEM. SOC. JAP., 1983, 56, N 3, 961-962
  作者：KIKUKAWA, KIYOSHI、ABE, AKITO、WADA, FUMIO、MATSUDA, TSUTOMU

  DOI：——

  日期：——
• Establishment of an Efficient Synthetic Route to 3,4:3’,4’-Bis(3,6,9-trioxaundecane-1,11-dioxy)benzil
  作者：Masaru Kimura、Kun Shi、Koji Hashimoto、Zhi Zhi Hu

  DOI：10.3987/com-06-10831

  日期：——

  3,4:3',4'-Bis(3,6,9-trioxaundecane- 1, 11 -dioxy)benzil (1) [bis(crown ether)benzil] was prepared by three different routes in which the third route C, including the method of Sonogashira-coupling, was the most efficient method with the overall yield of 50%. Further, the method of synthesizing the novel compound 3,4:3',4'-bis[3,4-(3,6,9-trioxaundecane- 1, 11 -dioxy)]benzoin (6) [bis(crown ether)benzoin], which has not yet been prepared appropriately, was also provided.
• Kikukawa, Kiyoshi; He, Gong-Xin; Abe, Akito, Journal of the Chemical Society. Perkin transactions II, 1987, p. 135 - 142
  作者：Kikukawa, Kiyoshi、He, Gong-Xin、Abe, Akito、Goto, Tokio、Arata, Ryozo、et al.

  DOI：——

  日期：——