3,4'-dibenzoylbiphenyl | 159277-06-2

• 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'-dibenzoylbiphenyl
• CAS: 159277-06-2
• 化学式: C₂₆H₁₈O₂
• 分子量: 362.428
• InChiKey: JEXAGJLPVIBTFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3,4'-dibenzoylbiphenyl 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以85%的产率得到3,4'-dibenzoylbiphenyl dihydrazone
  参考文献：
  名称：

  Topology and Spin Alignment in a Novel Organic High-Spin Molecule, 3,4'-Bis(phenylmethylene)biphenyl, As Studied by ESR and a Generalized UHF Hubbard Calculation

  摘要：

  In order to examine the role of pi topology in spin alignment of organic molecules, a novel high-spin hydrocarbon, 3,4'-bis(phenylmethylene)biphenyl, has been designed, synthesized, and characterized by powder-pattern and single-crystal ESR spectroscopies. The spin multiplicity of its electronic ground state is a quintet (S = 2) in contrast to its x-topological isomer, 3,3'-bis(phenylmethylene)biphenyl (ground-state singlet). The g and fine-structure tensors have been determined accurately: g = 2.003 (isotropic), D = 0.1250 cm(-1), and E = -0.0065 cm(-1). The striking contrast in spin multiplicity clearly shows that spin alignment in organic molecules is highly dependent on the topology in their pi electron networks. This electronic structure has been clarified by an unrestricted Hartree-Fock calculation using a generalized Hubbard model, demonstrating that this approach is useful for large quantum systems such as organic high-spin hydrocarbons. The mechanism of the intramolecular spin alignment in this molecule has been discussed with the help of the theoretical calculation. The most probable molecular conformation of this high-spin molecule in benzophenone host crystals has been derived from the observed fine-structure tenser as compared with those calculated semiempirically.

  DOI：

  10.1021/ja00104a033
• 作为产物：
  描述：

  联苯-3,4’-二羧酸 在 三氯化铝 、 氯化亚砜 作用下， 反应 8.0h， 生成 3,4'-dibenzoylbiphenyl
  参考文献：
  名称：

  Topology and Spin Alignment in a Novel Organic High-Spin Molecule, 3,4'-Bis(phenylmethylene)biphenyl, As Studied by ESR and a Generalized UHF Hubbard Calculation

  摘要：

  In order to examine the role of pi topology in spin alignment of organic molecules, a novel high-spin hydrocarbon, 3,4'-bis(phenylmethylene)biphenyl, has been designed, synthesized, and characterized by powder-pattern and single-crystal ESR spectroscopies. The spin multiplicity of its electronic ground state is a quintet (S = 2) in contrast to its x-topological isomer, 3,3'-bis(phenylmethylene)biphenyl (ground-state singlet). The g and fine-structure tensors have been determined accurately: g = 2.003 (isotropic), D = 0.1250 cm(-1), and E = -0.0065 cm(-1). The striking contrast in spin multiplicity clearly shows that spin alignment in organic molecules is highly dependent on the topology in their pi electron networks. This electronic structure has been clarified by an unrestricted Hartree-Fock calculation using a generalized Hubbard model, demonstrating that this approach is useful for large quantum systems such as organic high-spin hydrocarbons. The mechanism of the intramolecular spin alignment in this molecule has been discussed with the help of the theoretical calculation. The most probable molecular conformation of this high-spin molecule in benzophenone host crystals has been derived from the observed fine-structure tenser as compared with those calculated semiempirically.

  DOI：

  10.1021/ja00104a033