(1α,2α,3β,4β,7β,8β,15α,16α)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.1(4,7).0(2,15).0(3,8).0(9,14)]icosane-9(14),10,12-triene-5,6,17,18-tetraone

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (1α,2α,3β,4β,7β,8β,15α,16α)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.1(4,7).0(2,15).0(3,8).0(9,14)]icosane-9(14),10,12-triene-5,6,17,18-tetraone
• 英文别名: (1R,2R,3R,4R,7S,8R,15R,16S)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.14,7.02,15.03,8.09,14]icosa-9,11,13-triene-5,6,17,18-tetrone
• 化学式: C₂₄H₂₀Cl₄O₈
• 分子量: 578.23
• InChiKey: IHXHKWXSARUAPE-IWGCJKJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-二氨基吡啶 、 (1α,2α,3β,4β,7β,8β,15α,16α)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.1(4,7).0(2,15).0(3,8).0(9,14)]icosane-9(14),10,12-triene-5,6,17,18-tetraone 在 zinc diacetate 作用下， 以 氯苯 为溶剂， 反应 8.0h， 以76%的产率得到(1α,2α,3β,4β,19β,20β,23α,24α)-6,8,13,26,31,33-hexaza-1,4,15,24-tetrachloro-35,35,36,36-tetramethoxydecacyclo[22.10.1(14,15).0(2,23).0(3,16).0(5,14).0(7,12).0(17,22).0(25,34).0(27,32)]hexatriacontane-5(14),6,8,10,12,17(22),18,20,25(34),26,28,30,21-tridecaene
  参考文献：
  名称：

  Quinoxaline-annelated Z-shaped quadruple-bridged orthocyclophanes: synthesis and crystal structures

  摘要：

  A three-step synthesis of nineteen Z-shaped quadruple-bridged [6,6] and [6,4]orthocyclophanes comprising two quinoxaline-based sidewalls are described. The synthesis began from the bis-Diels-Alder adducts B1-B3 followed by ruthenium-promoted oxidation of dichloroetheno-bridges in the adducts to generate a bis-alpha-diketones, which were then condensed with various arene-1,2-diamines (9a-g) to construct sidewalls (phane parts) of Z-shaped quadruple-bridged orthocyclophanes D1-3, D2g, and D3g. Single-crystal structures of six orthocyclophanes (D1a, D2a, D2f, D3f, D2g-alpha, and D3g-alpha) were obtained and revealed that the C-Ar-H center dot center dot center dot pi and pi center dot center dot center dot pi stacking interactions between N-containing arene rings are the major driving force for molecular assembly and crystal packing, in addition to the interactions involving the polar OCH3 groups and the solvate molecules. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.065
• 作为产物：
  描述：

  (1S,2R,3R,4S,7R,8R,15R,16R)-1,4,5,6,7,16,17,18-octachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.14,7.02,15.03,8.09,14]icosa-5,9,11,13,17-pentaene 在 sodium periodate 、 ruthenium(III) chloride trihydrate 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 反应 12.0h， 以98%的产率得到(1α,2α,3β,4β,7β,8β,15α,16α)-1,4,7,16-tetrachloro-19,19,20,20-tetramethoxyhexacyclo[14.2.1.1(4,7).0(2,15).0(3,8).0(9,14)]icosane-9(14),10,12-triene-5,6,17,18-tetraone
  参考文献：
  名称：

  Quinoxaline-annelated Z-shaped quadruple-bridged orthocyclophanes: synthesis and crystal structures

  摘要：

  A three-step synthesis of nineteen Z-shaped quadruple-bridged [6,6] and [6,4]orthocyclophanes comprising two quinoxaline-based sidewalls are described. The synthesis began from the bis-Diels-Alder adducts B1-B3 followed by ruthenium-promoted oxidation of dichloroetheno-bridges in the adducts to generate a bis-alpha-diketones, which were then condensed with various arene-1,2-diamines (9a-g) to construct sidewalls (phane parts) of Z-shaped quadruple-bridged orthocyclophanes D1-3, D2g, and D3g. Single-crystal structures of six orthocyclophanes (D1a, D2a, D2f, D3f, D2g-alpha, and D3g-alpha) were obtained and revealed that the C-Ar-H center dot center dot center dot pi and pi center dot center dot center dot pi stacking interactions between N-containing arene rings are the major driving force for molecular assembly and crystal packing, in addition to the interactions involving the polar OCH3 groups and the solvate molecules. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.065