3,4-bis(2-fluorophenylamino)cyclobut-3-ene-1,2-dione

• 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: 3,4-bis(2-fluorophenylamino)cyclobut-3-ene-1,2-dione
• 英文别名: 3,4-Bis(2-fluoroanilino)cyclobut-3-ene-1,2-dione；3,4-bis(2-fluoroanilino)cyclobut-3-ene-1,2-dione
• 化学式: C₁₆H₁₀F₂N₂O₂
• 分子量: 300.264
• InChiKey: DZHBBTAOTCWSBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氟苯胺 、 方酸二乙酯 在 zinc trifluoromethanesulfonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.0h， 以84%的产率得到3,4-bis(2-fluorophenylamino)cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  Spontaneous chiral resolution of N,N′-diarylsquaramides: Formation of various types of one-handed helical networks during crystallization

  摘要：

  N,N'-Bis(ortho-substituted phenyl)squaramides afforded chiral crystals, in which squaramide molecules are arranged in one-handed helical networks, upon simple recrystallization. Three types of crystals with different helices were obtained, depending on the substituents or recrystallization solvent. Folded-type intermolecular hydrogen-bonding interactions of squaramides play a key role in forming the helical networks. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2019.03.049

文献信息

• Spontaneous chiral resolution of N,N′-diarylsquaramides: Formation of various types of one-handed helical networks during crystallization
  作者：Midori Kanda、Ko Urushibara、Soyoung Park、Shinya Fujii、Hyuma Masu、Kosuke Katagiri、Isao Azumaya、Hiroyuki Kagechika、Aya Tanatani

  DOI：10.1016/j.tet.2019.03.049

  日期：2019.5

  N,N'-Bis(ortho-substituted phenyl)squaramides afforded chiral crystals, in which squaramide molecules are arranged in one-handed helical networks, upon simple recrystallization. Three types of crystals with different helices were obtained, depending on the substituents or recrystallization solvent. Folded-type intermolecular hydrogen-bonding interactions of squaramides play a key role in forming the helical networks. (C) 2019 Elsevier Ltd. All rights reserved.