6,12,18,24,49-Pentakis(bromomethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17(38),18,23(34),24,29,32,36,41,45,48(50)-pentadecaene | 395060-19-2

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 6,12,18,24,49-Pentakis(bromomethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17(38),18,23(34),24,29,32,36,41,45,48(50)-pentadecaene
• 英文别名: 6,12,18,24,49-pentakis(bromomethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17(38),18,23(34),24,29,32,36,41,45,48(50)-pentadecaene
• CAS: 395060-19-2
• 化学式: C₄₅H₃₅Br₅O₁₀
• 分子量: 1135.29
• InChiKey: RUXCPVBBMCIFHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  60
• 可旋转键数：
  5
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  6,12,18,24,49-Pentakis(bromomethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17(38),18,23(34),24,29,32,36,41,45,48(50)-pentadecaene 在 硫脲 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 21.0h， 以54.2 mg的产率得到[12,18,24,49-Tetrakis(sulfanylmethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17,19(36),23(34),24,29,32,37,41,45,48(50)-pentadecaen-6-yl]methanethiol
  参考文献：
  名称：

  A new [4]carceplex, and a crystal structure and dynamic combinatorial chemistry of a [5]carceplex

  摘要：

  A new [4]carceplex (2-guest) is reported. It is composed of two cavitands linked by four disulfide bonds. It forms twistomers, which interconvert on a millisecond timescale. The energy barrier for interconversion of twistomers is guest-dependent. Formation of [4]carceplex 2-guest is template dependent. The selectivity in templates is flat relative to most previous related template work. Larger kin [5]carceplex 1.guests were reinvestigated. A crystal structure confirms the twist between the hemispherical cavitands. Use of a redox buffer allowed dynamic combinatorial chemistry to be performed between pairs of templates. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.110
• 作为产物：
  描述：

  [12,18,24,49-Tetrakis(hydroxymethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17,19(36),23(34),24,29,32,37,41,45,48(50)-pentadecaen-6-yl]methanol 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以75%的产率得到6,12,18,24,49-Pentakis(bromomethyl)-2,4,8,10,14,16,20,22,26,28-decaoxaundecacyclo[27.19.1.130,48.05,46.07,44.011,42.013,40.017,38.019,36.023,34.025,32]pentaconta-1(49),5,7(44),11,13(40),17(38),18,23(34),24,29,32,36,41,45,48(50)-pentadecaene
  参考文献：
  名称：

  Synthesis and Characterization of a Disulfide-Linked C₅-Symmetric [5]Carceplex

  摘要：

  The synthesis and characterization of the first disulfide-linked and C5-symmetric carceplex.(guests)2 using the recently described [5]cavitands as building blocks is reported. The solution behavior of the new carceplexes was explored by 1D NOSEY (EXSY) experiments. The disulfides have unusually high energy barriers to interconversion due to their cooperativity. The guests (2 DMF or 2 DMA) reside in an unusual orientation in parallel planes that are perpendicular to the principal axis of the host.

  DOI：

  10.1021/ja017271+

文献信息

• A new [4]carceplex, and a crystal structure and dynamic combinatorial chemistry of a [5]carceplex
  作者：Jianyu Sun、Brian O. Patrick、John C. Sherman

  DOI：10.1016/j.tet.2008.11.110

  日期：2009.8

  A new [4]carceplex (2-guest) is reported. It is composed of two cavitands linked by four disulfide bonds. It forms twistomers, which interconvert on a millisecond timescale. The energy barrier for interconversion of twistomers is guest-dependent. Formation of [4]carceplex 2-guest is template dependent. The selectivity in templates is flat relative to most previous related template work. Larger kin [5]carceplex 1.guests were reinvestigated. A crystal structure confirms the twist between the hemispherical cavitands. Use of a redox buffer allowed dynamic combinatorial chemistry to be performed between pairs of templates. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and Characterization of a Disulfide-Linked <i>C</i>₅-Symmetric [5]Carceplex
  作者：Christoph Naumann、Samuel Place、John C. Sherman

  DOI：10.1021/ja017271+

  日期：2002.1.1

  The synthesis and characterization of the first disulfide-linked and C5-symmetric carceplex.(guests)2 using the recently described [5]cavitands as building blocks is reported. The solution behavior of the new carceplexes was explored by 1D NOSEY (EXSY) experiments. The disulfides have unusually high energy barriers to interconversion due to their cooperativity. The guests (2 DMF or 2 DMA) reside in an unusual orientation in parallel planes that are perpendicular to the principal axis of the host.