1-[2,2-Bis(phenylselanyl)cyclobutyl]-4-bromobenzene | 1160784-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2,2-Bis(phenylselanyl)cyclobutyl]-4-bromobenzene
• CAS: 1160784-65-5
• 化学式: C₂₂H₁₉BrSe₂
• 分子量: 521.217
• InChiKey: JHSWXXSORBZKFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二苯基二硒醚 、 1-bromo-4-(cyclopropylidenemethyl)benzene 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以82%的产率得到1-[2,2-Bis(phenylselanyl)cyclobutyl]-4-bromobenzene
  参考文献：
  名称：

  Iron salt, a cheap, highly efficient and environment-friendly metal catalyst for Se–Se bond cleavage and the further reaction with methylenecyclopropanes under mild conditions

  摘要：

  FeCl3 was found to be a good catalyst in Se-Se bond cleavage. Further electrophilic additions to methylenecyclopropanes provide a convenient access to diphenylselenylcyclobutanes. Comparing with other Lewis acids, FeCl3 is much cheaper and the reaction conditions are milde and more tolerance to air and moisture. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.11.047

文献信息

• Lewis Acid Catalyzed Reaction of Methylenecyclopropanes with 1,2-Diphenyldiselane or 1,2-Di-<i>p</i>-tolyldisulfane
  作者：Lei Yu、Jundong Meng、Ling Xia、Rong Guo

  DOI：10.1021/jo9006514

  日期：2009.7.17

  Catalyzed by Lewis acid, 1,2-diphenyldiselane or 1,2-di-p-tolyldisulfane could add to methylenecyclopropanes smoothly. Compared with the reported free radical additions, the results were quite different. A four-membered carbon ring was constructed to give cyclobutane-1,1-diylbis(phenylselane) derivatives or cyclobutane-1,1-diylbis(p-tolylsulfane) derivatives as products, which are useful intermediates in organic synthesis.
• Iron salt, a cheap, highly efficient and environment-friendly metal catalyst for Se–Se bond cleavage and the further reaction with methylenecyclopropanes under mild conditions
  作者：Lei Yu、Lingfeng Ren、Rong Yi、Yulan Wu、Tian Chen、Rong Guo

  DOI：10.1016/j.jorganchem.2010.11.047

  日期：2011.5

  FeCl3 was found to be a good catalyst in Se-Se bond cleavage. Further electrophilic additions to methylenecyclopropanes provide a convenient access to diphenylselenylcyclobutanes. Comparing with other Lewis acids, FeCl3 is much cheaper and the reaction conditions are milde and more tolerance to air and moisture. (C) 2010 Elsevier B.V. All rights reserved.