{[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: {[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene
• 化学式: C₂₆H₄₀SSn
• 分子量: 503.38
• InChiKey: BNLYMZXDFNTWMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.52
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  {[2-(2,2-dibutyl-2-stannahexyl)phenyl]methylthio}benzene 、 富马酸二甲酯 在 lithium perchlorate 、 溶剂黄146 作用下， 以 硝基甲烷 为溶剂， 以93%的产率得到dimethyl (2S*,3S*)-1,2,3,4-tetrahydronaphthalene-2,3-dicarboxylate
  参考文献：
  名称：

  Electrochemical Generation and Reaction of o-Quinodimethanes from {[[2-(2,2-Dibutyl-2-stannahexyl)phenyl]methyl]thio}benzenes

  摘要：

  The anodic oxidation of {[[2-(2,2-dibutyl-2-stannahexyl)phenyl]methyl]thio}benzenes gave o-quinodimethanes which were trapped in situ by dienophiles to give the corresponding cycloadducts in excellent yields. The electron transfer and succeeding 1,4-elimination reaction was efficiently completed in a solution of lithium perchlorate/nitromethane in the presence of acetic acid. The reaction progress was quantitatively controlled by the passage of charge. By using this new method, an aryltetralin lignan skeleton was also synthesized.

  DOI：

  10.1021/ol990647s

文献信息

• Electrochemical Generation and Reaction of <i>o</i>-Quinodimethanes from {[[2-(2,2-Dibutyl-2-stannahexyl)phenyl]methyl]thio}benzenes
  作者：Madoka Jinno、Yoshikazu Kitano、Masahiro Tada、Kazuhiro Chiba

  DOI：10.1021/ol990647s

  日期：1999.8.1

  The anodic oxidation of [[2-(2,2-dibutyl-2-stannahexyl)phenyl]methyl]thio}benzenes gave o-quinodimethanes which were trapped in situ by dienophiles to give the corresponding cycloadducts in excellent yields. The electron transfer and succeeding 1,4-elimination reaction was efficiently completed in a solution of lithium perchlorate/nitromethane in the presence of acetic acid. The reaction progress was quantitatively controlled by the passage of charge. By using this new method, an aryltetralin lignan skeleton was also synthesized.