4,4'-bipyridine radical anion | 90940-91-3

• 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 radical anion
• 英文别名: 4,4-Bipyridylanion
• CAS: 90940-91-3
• 化学式: C₁₀H₈N₂
• 分子量: 156.187
• InChiKey: NVTYJTIGSZCJIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.92
• 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：
  25.25
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4,4'-bipyridine radical anion 、 molybdenum hexacarbonyl 以 四氢呋喃 为溶剂， 生成 (CO)5Mo(4,4'-bipyridine)Mo(CO)5^(1-)
  参考文献：
  名称：

  Kaim, Wolfgang, Chemische Berichte, 1982, vol. 115, # 3, p. 910 - 918

  摘要：

  DOI：
• 作为产物：
  描述：

  4,4'-联吡啶 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 4,4'-bipyridine N-hydro radical 、 4,4'-bipyridine radical anion 、 4,4'-bipyridyl
  参考文献：
  名称：

  Photoreduction of 4,4'-bipyridine by triethylamine and by 1,4-diazabicyclo[2.2.2]octane in acetonitrile as studied by nanosecond absorption and Raman spectroscopies

  摘要：

  The transients that are produced in the photoreduction of 4,4'-bipyridine by triethylamine and by 1,4-diazabicyclo[2.2.2]octane in acetonitrile have been examined by use of nanosecond laser photolysis and time-resolved absorption and Raman spectroscopies. The reaction arises from initial quenching of the 4,4'-bipyridine triplet state by electron transfer (k(Q)(DABCO) = 8.8 x 10(9) M-1 s-1; k(Q)(TEA) = 4.0 x 10(9) M-1 s-1). A mechanism involving the rapid formation of a triplet ion pair followed by ionic dissociation in competition with intrapair proton transfer is proposed. This mechanism is similar to that governing the reduction of triplet ketones by amines in polar solvents.

  DOI：

  10.1021/j100176a057

文献信息

• Theory and experimental illustration of preparative electrochemistry using redox catalysis of electron transfer initiated radical chain reactions. Application to the cross-coupling between aryl halides and phenoxide ions
  作者：N. Alam、Christian Amatore、C. Combellas、A. Thiebault、J. N. Verpeaux

  DOI：10.1021/jo00313a022

  日期：1990.12

  A general equation predicting the yield of electron transfer initiated radical chain reaction (S(RN)1 and related mechanisms) under preparative electrochemical conditions is given for situations where the electron-transfer activation of the chain is performed by means of a redox mediator. Simple tests, allowing for the choice of proper redox mediator, are given, and their origins established and discussed. The validity and application of this simple model is shown and discussed for the case of the S(RN)1-like reaction involving di-tert-butylphenoxide as a nucleophile, to afford biaryls of interest for their properties in nonlinear optics.