7,8-二苯基-7,8-二氮杂双环[2.2.2]辛烷 | 63378-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 7,8-二苯基-7,8-二氮杂双环[2.2.2]辛烷
• 英文名称: 2,3-diphenyl-2,3-diazabicyclo[2.2.2]octane
• 英文别名: 2,3-diphenyl-2,3-diaza-bicyclo[2.2.2]octane；2,3-Diphenyl-2,3-diazabicyclo <2.2.2> octan；2,3-Diazabicyclo(2.2.2)octane, 2,3-diphenyl-
• CAS: 63378-90-5
• 化学式: C₁₈H₂₀N₂
• 分子量: 264.37
• InChiKey: VUQZYOFTXMLWOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7,8-二苯基-7,8-二氮杂双环[2.2.2]辛烷 在 silver hexafluoroantimonate 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 2,3-diphenyl-2,3-diazabicyclo[2.2.2]octane radical cation hexafluoroantiminate
  参考文献：
  名称：

  Excited-State Mixed Valence in a Diphenyl Hydrazine Cation:  Spectroscopic Consequences of Coupling and Transition Dipole Moment Orientation

  摘要：

  A quantitative model of mixed-valence excited-state spectroscopy is developed and applied to 2,3-diphenyl-2,3-diazabicyclo[2.2.2] octane. The lowest-energy excited state of this molecule arises from a transition from the ground state, where the charge is located on the hydrazine bridge, to an excited state where the charge is associated with one phenyl group or the other. Coupling splits the absorption band into two components with the lower-energy component being the most intense. The sign of the coupling, derived by using a neighboring orbital model, is positive. The transition dipole moments consist of parallel and antiparallel vector components, and selection rules for each are derived. Bandwidths are caused by progressions in totally symmetric modes determined from resonance Raman spectroscopic analysis. The absorption, emission, and Raman spectra are fit simultaneously with one parameter set.

  DOI：

  10.1021/jp044750x
• 作为产物：
  描述：

  7,8-二氮杂双环[2.2.2]辛-7-烯 以 四氢呋喃 、 乙醚 、 环己烷 、 正戊烷 为溶剂， 反应 6.5h， 生成 7,8-二苯基-7,8-二氮杂双环[2.2.2]辛烷
  参考文献：
  名称：

  Excited-State Mixed Valence in a Diphenyl Hydrazine Cation:  Spectroscopic Consequences of Coupling and Transition Dipole Moment Orientation

  摘要：

  A quantitative model of mixed-valence excited-state spectroscopy is developed and applied to 2,3-diphenyl-2,3-diazabicyclo[2.2.2] octane. The lowest-energy excited state of this molecule arises from a transition from the ground state, where the charge is located on the hydrazine bridge, to an excited state where the charge is associated with one phenyl group or the other. Coupling splits the absorption band into two components with the lower-energy component being the most intense. The sign of the coupling, derived by using a neighboring orbital model, is positive. The transition dipole moments consist of parallel and antiparallel vector components, and selection rules for each are derived. Bandwidths are caused by progressions in totally symmetric modes determined from resonance Raman spectroscopic analysis. The absorption, emission, and Raman spectra are fit simultaneously with one parameter set.

  DOI：

  10.1021/jp044750x

文献信息

• NEUGEBAUER F. A.; WEGER H., CHEM. BER., 1979, 112, NO 3, 1076-1079
  作者：NEUGEBAUER F. A.、 WEGER H.

  DOI：——

  日期：——
• Excited-State Mixed Valence in a Diphenyl Hydrazine Cation:  Spectroscopic Consequences of Coupling and Transition Dipole Moment Orientation
  作者：Jenny V. Lockard、Jeffrey I. Zink、Dwight A. Trieber、Asgeir E. Konradsson、Michael N. Weaver、Stephen F. Nelsen

  DOI：10.1021/jp044750x

  日期：2005.2.1

  A quantitative model of mixed-valence excited-state spectroscopy is developed and applied to 2,3-diphenyl-2,3-diazabicyclo[2.2.2] octane. The lowest-energy excited state of this molecule arises from a transition from the ground state, where the charge is located on the hydrazine bridge, to an excited state where the charge is associated with one phenyl group or the other. Coupling splits the absorption band into two components with the lower-energy component being the most intense. The sign of the coupling, derived by using a neighboring orbital model, is positive. The transition dipole moments consist of parallel and antiparallel vector components, and selection rules for each are derived. Bandwidths are caused by progressions in totally symmetric modes determined from resonance Raman spectroscopic analysis. The absorption, emission, and Raman spectra are fit simultaneously with one parameter set.