5,7-dihydro-5,5,7,7-tetrakis(4-dimethylaminophenyl)dibenzo[b,g][1,5]oxathiocin

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,7-dihydro-5,5,7,7-tetrakis(4-dimethylaminophenyl)dibenzo[b,g][1,5]oxathiocin
• 英文别名: N,N-dimethyl-4-[10,12,12-tris[4-(dimethylamino)phenyl]benzo[b][1,5]benzoxathiocin-10-yl]aniline
• 化学式: C₄₆H₄₈N₄OS
• 分子量: 704.979
• InChiKey: DTDRWNASMXAHOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,7-dihydro-5,5,7,7-tetrakis(4-dimethylaminophenyl)dibenzo[b,g][1,5]oxathiocin 在 碘 作用下， 以 二氯甲烷 为溶剂， 反应 42.0h， 以92%的产率得到
  参考文献：
  名称：

  Oxidative Desulfurization of Electron-Donating 5,5,7,7-Tetraaryl-5,7-dihydrodibenzo[c,e]thiepins and the Related Heterocycles: Generation of Dicationic Dyes upon Two-Electron Oxidation

  摘要：

  Upon oxidation of the title heterocycle (1A) with dimethylamino groups, elemental sulfur is extruded to form dicationic dye (1B(2+)), from which the starting dibenzothiepin derivative was generated by the reaction with Na2S. The bay-region substituents enhance configurational stability, so that, the optically pure heterocycles [(M)-2A, (M)-3A)] can be obtained in terms of helicity of one-handedness by starting with the corresponding optically pure dicationic dyes [(R)-2B(2+), (R)-3B(2+))]. Similar oxidative desulfurization occurs in dibenzo-1,5-oxathiocin 4A, a structurally related 8-membered heterocycle.

  DOI：

  10.3987/com-16-s(s)50
• 作为产物：
  描述：

  米氏酮 在 正丁基锂 、 sodiumsulfide nonahydrate 作用下， 以 四氢呋喃 、 正己烷 、 水 、 乙腈 为溶剂， 反应 27.5h， 生成 5,7-dihydro-5,5,7,7-tetrakis(4-dimethylaminophenyl)dibenzo[b,g][1,5]oxathiocin
  参考文献：
  名称：

  Oxidative Desulfurization of Electron-Donating 5,5,7,7-Tetraaryl-5,7-dihydrodibenzo[c,e]thiepins and the Related Heterocycles: Generation of Dicationic Dyes upon Two-Electron Oxidation

  摘要：

  Upon oxidation of the title heterocycle (1A) with dimethylamino groups, elemental sulfur is extruded to form dicationic dye (1B(2+)), from which the starting dibenzothiepin derivative was generated by the reaction with Na2S. The bay-region substituents enhance configurational stability, so that, the optically pure heterocycles [(M)-2A, (M)-3A)] can be obtained in terms of helicity of one-handedness by starting with the corresponding optically pure dicationic dyes [(R)-2B(2+), (R)-3B(2+))]. Similar oxidative desulfurization occurs in dibenzo-1,5-oxathiocin 4A, a structurally related 8-membered heterocycle.

  DOI：

  10.3987/com-16-s(s)50

文献信息

• Oxidative Desulfurization of Electron-Donating 5,5,7,7-Tetraaryl-5,7-dihydrodibenzo[c,e]thiepins and the Related Heterocycles: Generation of Dicationic Dyes upon Two-Electron Oxidation
  作者：Takanori Suzuki、Takuma Kuroda、Hitomi Tamaoki、Sho Higasa、Tatsuo Nehira、Ryo Katoono、Yusuke Ishigaki、Kenshu Fujiwara、Takanori Fukushima、Hidetoshi Yamada

  DOI：10.3987/com-16-s(s)50

  日期：——

  Upon oxidation of the title heterocycle (1A) with dimethylamino groups, elemental sulfur is extruded to form dicationic dye (1B(2+)), from which the starting dibenzothiepin derivative was generated by the reaction with Na2S. The bay-region substituents enhance configurational stability, so that, the optically pure heterocycles [(M)-2A, (M)-3A)] can be obtained in terms of helicity of one-handedness by starting with the corresponding optically pure dicationic dyes [(R)-2B(2+), (R)-3B(2+))]. Similar oxidative desulfurization occurs in dibenzo-1,5-oxathiocin 4A, a structurally related 8-membered heterocycle.