| 1350889-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• CAS: 1350889-83-6
• 化学式: C₃₂H₂₂Br₂O₄
• 分子量: 630.332
• InChiKey: PVSMSFZXWIOAOK-WVKQWSHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.62
• 重原子数：
  38.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (E)-3-(3-bromobenzylidene)chroman-4-one 反应 30.0h， 以47%的产率得到
  参考文献：
  名称：

  Topochemical photodimerization of (E)-3-benzylidene-4-chromanone derivatives from β-type structures directed by halogen groups

  摘要：

  Halogen substituent plays an important role in the crystalline packing of aromatic compounds. The [2+2] photocycloaddition of (E)-3-benzylidene-4-chromanones in the crystalline state was investigated, and halogen substitution has been adopted to organize molecules with proper arrangement for photodimerization. Not halogen bonds, but the electron-withdrawing property of halogen atoms can enhance the face-to-face pi-pi interactions. Therefore, F, Cl or Br substitution at the para position of phenyl gave rise to almost the same beta-structures with face-to-face pi-stacking. Only resulted beta-structures can undergo photodimerization, which gave the syn-HH (syn-head-to-head) products with high regio-/stereoselectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.087