9-bromodiphenyldibenzobarrelene | 214462-14-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 9-bromodiphenyldibenzobarrelene
• CAS: 214462-14-3
• 化学式: C₂₈H₁₉Br
• 分子量: 435.363
• InChiKey: REAZFTTZRPYDOF-UHFFFAOYSA-N

物化性质

• 沸点：
  472.545±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.407±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  29.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  9-bromodiphenyldibenzobarrelene 在 正丁基锂 、 三氯化磷 作用下， 生成
  参考文献：
  名称：

  Hindered Rotation around a C−^•PH Bond: A Single-Crystal EPR Study of the Diphenyldibenzobarrelenephosphinyl Radical

  摘要：

  A new phosphine, the diphenyldibenzobarrelenephosphine 2, was designed to study the barrier to rotation of the P-H group around the C-P-. bond. After homolytic scission of a P-H bond by radiolysis, the EPR spectrum of the resulting phosphinyl radical, trapped in a single crystal of 2, was studied at 77 K and at room temperature. The directions of the P-31 hyperfine eigenvectors were compared with the bond orientations of the undamaged compound as determined from its crystal structure. The temperature dependence of the EPR spectrum was analyzed by using the density matrix formalism; this showed that interaction between the phosphinyl hydrogen and the phenyl ring bound to the ethylenic bond is determinant for explaining the potential energy profile. DFT investigations are consistent with these experimental results.

  DOI：

  10.1021/jp9816519
• 作为产物：
  描述：

  9-溴蒽 、 二苯基乙炔 以 various solvent(s) 为溶剂， 反应 48.0h， 以21%的产率得到9-bromodiphenyldibenzobarrelene
  参考文献：
  名称：

  Hindered Rotation around a C−^•PH Bond: A Single-Crystal EPR Study of the Diphenyldibenzobarrelenephosphinyl Radical

  摘要：

  A new phosphine, the diphenyldibenzobarrelenephosphine 2, was designed to study the barrier to rotation of the P-H group around the C-P-. bond. After homolytic scission of a P-H bond by radiolysis, the EPR spectrum of the resulting phosphinyl radical, trapped in a single crystal of 2, was studied at 77 K and at room temperature. The directions of the P-31 hyperfine eigenvectors were compared with the bond orientations of the undamaged compound as determined from its crystal structure. The temperature dependence of the EPR spectrum was analyzed by using the density matrix formalism; this showed that interaction between the phosphinyl hydrogen and the phenyl ring bound to the ethylenic bond is determinant for explaining the potential energy profile. DFT investigations are consistent with these experimental results.

  DOI：

  10.1021/jp9816519