(methylsulfinyl)methane compound with 2,4,6,9,13,16-hexaoxa-11(2,6)-pyridina-3(2,3)-naphthalena-1,5(1,2)-dibenzenacyclohexadecaphane (1:1) | 131355-04-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (methylsulfinyl)methane compound with 2,4,6,9,13,16-hexaoxa-11(2,6)-pyridina-3(2,3)-naphthalena-1,5(1,2)-dibenzenacyclohexadecaphane (1:1)
• CAS: 131355-04-9
• 化学式: C₂H₆OS*2C₃₃H₂₉NO₆
• 分子量: 1149.33
• InChiKey: HBJVLAIKLHQBHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.32
• 重原子数：
  44.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  85.34
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  2,2'-(2,3-Naphthylenedioxy)diphenol bis(methyl ether) 在 palladium on activated charcoal 氢气 、 三溴化硼 、 sodium hydride 、 caesium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 80.0 ℃ 、303.98 kPa 条件下， 反应 30.0h， 生成 (methylsulfinyl)methane compound with 2,4,6,9,13,16-hexaoxa-11(2,6)-pyridina-3(2,3)-naphthalena-1,5(1,2)-dibenzenacyclohexadecaphane (1:1)
  参考文献：
  名称：

  Macroring-neutral molecule complexation. Synthesis of biconcave pyridino hosts, complex formation, and x-ray crystal structures of two inclusion compounds

  摘要：

  A series of pyridino macrocycles 1-3(a-e) incorporating rigid bi- and triaryl ether segments in different ring positions have been synthesized. The effect of incorporation of these building blocks into a given macroring framework on the host properties for uncharged-molecule inclusion has been studied. Symmetric 21-membered macrorings 1c, 1d, or 2c, 2d with tri-o-phenylene, tri-2,3-naphthylene, or mixed phenylene naphthylene ether units are efficient hosts in solid-state complexation of dipolar-aprotic and apolar guests such as nitro compounds and nitriles as well as DMF, DMSO, THF, dioxane, or benzene. X-ray analyses of the solid-state complexes of 1d with PhNO2 (1:1) and MeCN (1:1) have been studied. It is shown that the presence of the triaryl ether segment induces a biconcave nonequally sided host conformation suitable for guest inclusion. The packing characterizes the host-guest topologies of the two inclusion compounds to be of (H-bonded) cavitate-type for the MeCN case and of interstitial channel type for the PhNO2 case. A comparative discussion of the present and previous results support the interpretation of hemispherand preorganization for the new host structures.

  DOI：

  10.1021/jo00003a055