4,4'-Bipyridine-N,N'-dihydro cation radical | 76360-30-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,4'-Bipyridine-N,N'-dihydro cation radical
• CAS: 76360-30-0
• 化学式: C₁₀H₉N₂*H
• 分子量: 158.203
• InChiKey: GRXYCEFGTPIMSS-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.92
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  4,4'-联吡啶 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 4,4'-Bipyridine-N,N'-dihydro cation radical
  参考文献：
  名称：

  Ab Initio Computations of the Geometrical, Electronic, and Vibrational Properties of the Ground State, the Anion Radical, and the N,N‘-Dihydro Cation Radical of 4,4‘-Bipyridine Compared to Transient Raman Spectra

  摘要：

  The geometrical and electronic structures, the force constants, the vibrational frequencies, and the potential energy distributions for various isotopomers of 4,4'-bipyridine (44BPY) in the ground state S-0 and for the corresponding anion radical 44BPY(.-) and N,N'-dihydro cation radical 44BPYH(2)(.+) have been computed by the 3-21G(+*) ab initio method, with the RHF formalism for the ground state S-0 and with the ROHF formalism for the ionic species. The theoretical results have been compared to the available vibrational data. The very good agreement between calculations and experiment has allowed the determination of the conformations of the S-0 state and of the ion radicals. The ground state is characterized by an aromatic structure in which the two pyridyl rings are linked in a twisted conformation, and the ionic species present a quinoidal planar distortion, more marked in the cation radical than in the anion radical.

  DOI：

  10.1021/jp951839h

文献信息

• Reactions of hydrogen atoms with 4,4'-bipyridine in acid aqueous solutions
  作者：S. Solar

  DOI：10.1021/j150667a033

  日期：1984.11
• Photoreduction of 4,4'-bipyridine. A time-resolved Raman analysis
  作者：Olivier Poizat、G. Buntinx、M. Ventura、M. F. Lautie

  DOI：10.1021/j100156a039

  日期：1991.2

  The 266-nm photolysis products of 4,4'-bipyridine (44BPY) and of its perdeuterated analogue in various hydrogen-donating solvents have been investigated by time-resolved resonance Raman spectroscopy in the nanosecond time scale. Clear evidence that hydrogen-atom abstraction takes place from alcohols, ethers, and amines is provided. In alcoholic and aqueous solutions the unquaternized pyridine N atom is H bonded to the solvent and partial protonation of the radical is observed according to the equilibrium 44BPYH....HOR reversible 44BPYH2.+ + O-R. the yield of proton transfer is strongly dependent on the solvent polarity. Detailed vibrational analyses of the hydrogen adduct radical 44BPYH. and of its protonated form, 44BPYH2.+, are proposed for the ring-hydrogenated and fully deuterated species and are compared with the results reported in the literature for the radical anion 44BPY.-, the radical anion of biphenyl, and the methylviologen radical cation. The structure and electronic configuration of these transients are discussed on this basis.