(E)-2-(2,6-dimethylphenyl)-9-(7'-methyl-2',3'-dihydro-4'(1'H)-phenanthren-4'-ylidene)-9H-thioxanthene | 1166397-86-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: (E)-2-(2,6-dimethylphenyl)-9-(7'-methyl-2',3'-dihydro-4'(1'H)-phenanthren-4'-ylidene)-9H-thioxanthene
• 英文别名: (9E)-2-(2,6-dimethylphenyl)-9-(7-methyl-2,3-dihydro-1H-phenanthren-4-ylidene)thioxanthene
• CAS: 1166397-86-9
• 化学式: C₃₆H₃₀S
• 分子量: 494.7
• InChiKey: RKBYKLCTDYUUAD-FMIFUCRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  37
• 可旋转键数：
  1
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  dispiro[7-methyl-2,3-dihydro-4(1H)-phenanthrene-4,2'-thiirane-3',9''-[2''-(2,6-dimethylphenyl)-9''H-thioxanthene]] 在 铜 作用下， 以 对二甲苯 为溶剂， 生成 (Z)-2-(2,6-dimethylphenyl)-9-(7'-methyl-2',3'-dihydro-4'(1'H)-phenanthren-4'-ylidene)-9H-thioxanthene 、 (E)-2-(2,6-dimethylphenyl)-9-(7'-methyl-2',3'-dihydro-4'(1'H)-phenanthren-4'-ylidene)-9H-thioxanthene
  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

文献信息

• Fine tuning of molecular rotor function in photochemical molecular switches
  作者：Matthijs K.J. ter Wiel、Ben L. Feringa

  DOI：10.1016/j.tet.2009.03.081

  日期：2009.5

  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.