2-(2,6-dimethylphenyl)-9H-xanthene-9-thione | 1166397-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-(2,6-dimethylphenyl)-9H-xanthene-9-thione
• CAS: 1166397-97-2
• 化学式: C₂₁H₁₆OS
• 分子量: 316.423
• InChiKey: HMWNTZIDGMHZRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  13.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-(2,6-dimethylphenyl)-9H-xanthene-9-thione 、 2,3-dihydro-1H-naphtho[2,1-b]thiopyran-1-one hydrazone 在 甲醇 、 氢氧化钾 、 magnesium sulfate 、 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以72%的产率得到dispiro[2,3-dihydro-1H-naphtho[2,1-b]thiopyran-1,2'-thiirane-3',9''-[2''-(2,6-dimethylphenyl)-9''H-xanthene]]
  参考文献：
  名称：

  Fine tuning of molecular rotor function in photochemical molecular switches

  摘要：

  Molecular switches are used as scaffolds for the construction of controlled molecular rotors. The internal position of the switching entity in the molecule controls the dynamic behaviour of the rotor moiety in the molecule. Six new molecular motors with o-xylyl rotor moieties were prepared on the basis of an overcrowded alkene, and their dynamics were systematically studied by 2D EXSY NMR, Variation of the (hetero-)atoms in the upper and lower halves of the overcrowded alkene allows fine tuning of the rate of rotation of the o-xylyl rotor in the lower half of the molecule. For all rotors it was observed that the rotation barrier for the trans-isomer was higher than that of the corresponding cis-isomer. The results are analyzed and discussed in terms of differences in steric interactions in the presented system. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.081
• 作为产物：
  描述：

  2-(2,6-dimethylphenyl)-9H-xanthen-9-one 在 tetraphosphorus decasulfide 作用下， 以 甲苯 为溶剂， 以84%的产率得到2-(2,6-dimethylphenyl)-9H-xanthene-9-thione
  参考文献：
  名称：

  Fine tuning of molecular rotor function in photochemical molecular switches

  摘要：

  Molecular switches are used as scaffolds for the construction of controlled molecular rotors. The internal position of the switching entity in the molecule controls the dynamic behaviour of the rotor moiety in the molecule. Six new molecular motors with o-xylyl rotor moieties were prepared on the basis of an overcrowded alkene, and their dynamics were systematically studied by 2D EXSY NMR, Variation of the (hetero-)atoms in the upper and lower halves of the overcrowded alkene allows fine tuning of the rate of rotation of the o-xylyl rotor in the lower half of the molecule. For all rotors it was observed that the rotation barrier for the trans-isomer was higher than that of the corresponding cis-isomer. The results are analyzed and discussed in terms of differences in steric interactions in the presented system. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.081