6-(2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carbonyloxy)hexyl 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate | 1214261-37-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-(2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carbonyloxy)hexyl 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate
• 英文别名: 6-(2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carbonyloxy)hexyl 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate
• CAS: 1214261-37-6
• 化学式: C₅₆H₇₄O₂₀
• 分子量: 1067.19
• InChiKey: ZCJDTAPPLPOEPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  76
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  200
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  6-(2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carbonyloxy)hexyl 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate 、 3,5-bis(1,1-dimethylethyl)-N-9-decen-1-ylbenzenemethanammonium hexafluorophosphate 以 二氯甲烷 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Highly efficient synthesis of [3]rotaxane assisted by preorganisation of pseudorotaxane using bis(crown ether)s

  摘要：

  The tether-assisted synthesis of [3]rotaxane by olefin metathesis has been studied in detail. Bis(crown ether)s, in which two crown ethers are connected by a linker, were threaded onto ammonium salts bearing a terminal olefin to form pseudorotaxanes. The pseudorotaxanes were converted into tethered rotaxanes in the presence of Grubbs catalyst, followed by removal of the linkers to produce [3]rotaxanes in excellent yields. Preorganisation of the two reactive ends has led to a great improvement in the yield of [3]rotaxanes. The ring strain of the tethered rotaxanes and the flexibility of the pseudorotaxanes were responsible for the formation of the tethered rotaxanes.

  DOI：

  10.1080/10610278.2010.514611
• 作为产物：
  描述：

  1,6-己二醇 、 2,5,8,11,18,21,24,27-octaoxa-tricyclo[26.4.0.0^12,17]dotriaconta-1(28),12,14,16,29,31-hexaene-14-carboxylic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以86%的产率得到6-(2,5,8,11,18,21,24,27-Octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carbonyloxy)hexyl 2,5,8,11,18,21,24,27-octaoxatricyclo[26.4.0.012,17]dotriaconta-1(32),12(17),13,15,28,30-hexaene-14-carboxylate
  参考文献：
  名称：

  系链辅助烯烃复分解合成[3]轮烷

  摘要：

  描述了通过烯烃复分解作用的 [3] 轮烷的系链辅助合成。双（冠醚），其中两个冠醚通过一个接头连接，转化为系链轮烷，然后去除接头以产生 [3] 轮烷。双冠结构促进了束缚轮烷的形成，从而显着提高了[3]轮烷的产率。

  DOI：

  10.1246/cl.2010.24

文献信息

• Tether-assisted Synthesis of [3]Rotaxane by Olefin Metathesis
  作者：Hajime Iwamoto、Yukimi Yawata、Yoshimasa Fukazawa、Takeharu Haino

  DOI：10.1246/cl.2010.24

  日期：2010.1.5

  tether-assisted synthesis of [3]rotaxane by olefin metathesis is described. The bis(crown ether)s, in which two crown ethers are connected by a linker, were converted to tethered rotaxanes, followed by removal of the linkers to produce [3]rotaxane. The biscrown structures promoted the formation of the tethered rotaxane, resulting in a notable improvement in the yield of the [3]rotaxane.

  描述了通过烯烃复分解作用的 [3] 轮烷的系链辅助合成。双（冠醚），其中两个冠醚通过一个接头连接，转化为系链轮烷，然后去除接头以产生 [3] 轮烷。双冠结构促进了束缚轮烷的形成，从而显着提高了[3]轮烷的产率。
• Highly efficient synthesis of [3]rotaxane assisted by preorganisation of pseudorotaxane using bis(crown ether)s
  作者：Hajime Iwamoto、Yukimi Yawata、Yoshimasa Fukazawa、Takeharu Haino

  DOI：10.1080/10610278.2010.514611

  日期：2010.11.1

  The tether-assisted synthesis of [3]rotaxane by olefin metathesis has been studied in detail. Bis(crown ether)s, in which two crown ethers are connected by a linker, were threaded onto ammonium salts bearing a terminal olefin to form pseudorotaxanes. The pseudorotaxanes were converted into tethered rotaxanes in the presence of Grubbs catalyst, followed by removal of the linkers to produce [3]rotaxanes in excellent yields. Preorganisation of the two reactive ends has led to a great improvement in the yield of [3]rotaxanes. The ring strain of the tethered rotaxanes and the flexibility of the pseudorotaxanes were responsible for the formation of the tethered rotaxanes.