syn-1^4,6,5^4,6-tetranitro-3²,7²-dipropyl-2,4,6,8-tetraoxa-1,3,5,7(1,3)-tetrabenzenacyclooctaphane | 898826-65-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: syn-1^4,6,5^4,6-tetranitro-3²,7²-dipropyl-2,4,6,8-tetraoxa-1,3,5,7(1,3)-tetrabenzenacyclooctaphane
• 英文别名: anti-1^4,6,5^4,6-tetranitro-3²,7²-dipropyl-2,4,6,8-tetraoxa-1,3,5,7(1,3)-tetrabenzenacyclooctaphane；4,6,16,18-Tetranitro-25,27-dipropyl-2,8,14,20-tetraoxapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene；4,6,16,18-tetranitro-25,27-dipropyl-2,8,14,20-tetraoxapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaene
• CAS: 898826-65-8
• 化学式: C₃₀H₂₄N₄O₁₂
• 分子量: 632.54
• InChiKey: GBGALHPZOCARAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  46
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  236
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  syn-1^4,6,5^4,6-tetranitro-3²,7²-dipropyl-2,4,6,8-tetraoxa-1,3,5,7(1,3)-tetrabenzenacyclooctaphane 在 cesium fluoride 作用下， 以 二甲基亚砜 为溶剂， 生成 、
  参考文献：
  名称：

  Synthesis and disproportionation of ABAC-type oxacalix[4]arenes

  摘要：

  An efficient method to prepare ABAC-type oxacalix[4]arenes by a '3+1' fragment synthesis and their CsF-catalyzed disproportionation producing an equilibrium mixture of three oxacalix[4]arenes are described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.118
• 作为产物：
  描述：

  1-Fluoro-5-[3-(5-fluoro-2,4-dinitrophenoxy)phenoxy]-2,4-dinitrobenzene 在 三乙胺 、 cesium fluoride 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 反应 9.33h， 生成 syn-1^4,6,5^4,6-tetranitro-3²,7²-dipropyl-2,4,6,8-tetraoxa-1,3,5,7(1,3)-tetrabenzenacyclooctaphane
  参考文献：
  名称：

  Synthesis and disproportionation of ABAC-type oxacalix[4]arenes

  摘要：

  An efficient method to prepare ABAC-type oxacalix[4]arenes by a '3+1' fragment synthesis and their CsF-catalyzed disproportionation producing an equilibrium mixture of three oxacalix[4]arenes are described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.118

文献信息

• Kinetically and thermodynamically controlled synthesis of tetraoxa[14]metacyclophanes and hexaoxa[16]metacyclophanes
  作者：Hisatoshi Konishi、Kazunari Tanaka、Yuki Teshima、Takayuki Mita、Osamu Morikawa、Kazuhiro Kobayashi

  DOI：10.1016/j.tetlet.2006.04.001

  日期：2006.6

  The nucleophilic aromatic substitution of 1,5-difluoro-2,4-dinitrobenzene with 2-propylresorcinol in Et3N/CH3CN produces a mixture of syn and anti conformers of the cyclic tetramer and the cyclic hexamer with a kinetically controlled product distribution. Moreover, the reaction in DMF was catalyzed by CsF to also produce a mixture of these cyclic oligomers. In this case, however, the C-O bond is cleaved by the fluoride ion and the cyclization reaction is reversible; therefore, in the presence of excess CsF, the thermodynamically favored product (syn-isomer of cyclic tetramer) is obtained as the major product. The structures of the two conformational isomers of cyclic tetramers were determined by X-ray crystallography. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis and disproportionation of ABAC-type oxacalix[4]arenes
  作者：Hisatoshi Konishi、Takayuki Mita、Osamu Morikawa、Kazuhiro Kobayashi

  DOI：10.1016/j.tetlet.2007.02.118

  日期：2007.4

  An efficient method to prepare ABAC-type oxacalix[4]arenes by a '3+1' fragment synthesis and their CsF-catalyzed disproportionation producing an equilibrium mixture of three oxacalix[4]arenes are described. (c) 2007 Elsevier Ltd. All rights reserved.