4-(1-叠氮乙基)二苯甲酮 | 482620-66-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(1-叠氮乙基)二苯甲酮
• 英文名称: 4-(1-azidoethyl)benzophenone
• 英文别名: [4-(1-Azidoethyl)phenyl]-phenylmethanone
• CAS: 482620-66-6
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: KDVGSLQTYHOAJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-叠氮乙基)二苯甲酮 在 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以74.2%的产率得到4-(1-aminoethyl)benzophenone
  参考文献：
  名称：

  Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts

  摘要：

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.

  DOI：

  10.1021/jo020630e
• 作为产物：
  描述：

  4-乙基苯甲酮 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 4-(1-叠氮乙基)二苯甲酮
  参考文献：
  名称：

  Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts

  摘要：

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.

  DOI：

  10.1021/jo020630e

文献信息

• Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts
  作者：David F. Cauble、Vincent Lynch、Michael J. Krische

  DOI：10.1021/jo020630e

  日期：2003.1.1

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.