6,9,23,26-Tetramethyl-3,6,9,12,20,23,26,29,35,36-decazatricyclo[29.3.1.114,18]hexatriaconta-1(35),14(36),15,17,31,33-hexaene-2,13,19,30-tetrone | 1017592-12-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 6,9,23,26-Tetramethyl-3,6,9,12,20,23,26,29,35,36-decazatricyclo[29.3.1.114,18]hexatriaconta-1(35),14(36),15,17,31,33-hexaene-2,13,19,30-tetrone
• CAS: 1017592-12-9
• 化学式: C₃₀H₄₆N₁₀O₄
• 分子量: 610.76
• InChiKey: LNBUGPCPPXGRIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  44
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  155
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  3,6,9,12,20,23,26,29,35,36-Decaaza-tricyclo[29.3.1.1^14,18]hexatriaconta-1(35),14,16,18(36),31,33-hexaene-2,13,19,30-tetraone 、 聚合甲醛 在 甲酸 作用下， 以 水 为溶剂， 以34%的产率得到6,9,23,26-Tetramethyl-3,6,9,12,20,23,26,29,35,36-decazatricyclo[29.3.1.114,18]hexatriaconta-1(35),14(36),15,17,31,33-hexaene-2,13,19,30-tetrone
  参考文献：
  名称：

  Anion and Carboxylic Acid Binding to Monotopic and Ditopic Amidopyridine Macrocycles

  摘要：

  Binding of inorganic anions, carboxylic acids, and tetraalkylammonium carboxylates by macrocyclic compounds of different size was studied by NMR in DMSO-d(6). It has been shown that at least a 15-membered ring is necessary for successful recognition of fluoride. Larger macrocycles were shown to bind HSO(4)(-), H(2)PO(4)(-), Cl(-), and carboxylic acid salts. Effects of binding topicity are discussed. The 30-membered macrocycles 4 and 4m selectively bind substrates that are size- and shape-complementary: maximum binding is observed for dicarboxylic acids and dicarboxylates with four-carbon chains, and the binding constant for association of fumaric acid and 4 is ca. 5 orders of magnitude higher than that of maleic acid. The 30-membered macrocycle 4m showed selectivity toward alpha-ketocarboxylic acids. Secondary amino groups were not crucial for binding of fluoride to the macrocycles; however, they proved to be very important for selectivity and strength of carboxylic acid binding. The X-ray structure of the adduct of 4 and nitrobenzoic acid confirmed the guest H-bonding with both the amide and the secondary amino groups of the 30-membered macrocyclic host.

  DOI：

  10.1021/jo800128r