bis-[6'-bromo-2,2'-bipyridin-6-yl]phenylphosphine oxide | 871842-54-5

• 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: bis-[6'-bromo-2,2'-bipyridin-6-yl]phenylphosphine oxide
• 英文别名: 2-(6-Bromopyridin-2-yl)-6-[[6-(6-bromopyridin-2-yl)pyridin-2-yl]-phenylphosphoryl]pyridine
• CAS: 871842-54-5
• 化学式: C₂₆H₁₇Br₂N₄OP
• 分子量: 592.229
• InChiKey: NGIXYQNBSRCMOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  bis-[6'-bromo-2,2'-bipyridin-6-yl]phenylphosphine oxide 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 34.0h， 生成 bis-[6'-carboxy-2,2'-bipyridin-6-yl]phenylphosphine oxide
  参考文献：
  名称：

  Bridging of Bipyridine Units by Phenylphosphine Links:  Linear and Cyclic Oligomers and Some Acid Derivatives

  摘要：

  Reaction of 6,6'-dibromo-2,2'-bipyridine with phenylphosphine under palladium-promoted cross-coupling conditions provides a variety of linear oligomers bearing two reactive bromo substituents as well as a cyclic dimer, characterized by X-ray crystallography, in which the bipyridine units are constrained to a cis configuration by two phenylphosphine oxide bridges. Derivatives of the linear species containing both carboxylate and phosphonate substituents are readily obtained.

  DOI：

  10.1021/jo051586g
• 作为产物：
  描述：

  6,6'-二溴-2,2'-联吡啶 、 苯基膦 在 四(三苯基膦)钯 、 di(isopropyl)thylamine 作用下， 以 乙腈 为溶剂， 反应 19.0h， 以47%的产率得到bis-[6'-bromo-2,2'-bipyridin-6-yl]phenylphosphine oxide
  参考文献：
  名称：

  Bridging of Bipyridine Units by Phenylphosphine Links:  Linear and Cyclic Oligomers and Some Acid Derivatives

  摘要：

  Reaction of 6,6'-dibromo-2,2'-bipyridine with phenylphosphine under palladium-promoted cross-coupling conditions provides a variety of linear oligomers bearing two reactive bromo substituents as well as a cyclic dimer, characterized by X-ray crystallography, in which the bipyridine units are constrained to a cis configuration by two phenylphosphine oxide bridges. Derivatives of the linear species containing both carboxylate and phosphonate substituents are readily obtained.

  DOI：

  10.1021/jo051586g

文献信息

• Bridging of Bipyridine Units by Phenylphosphine Links:  Linear and Cyclic Oligomers and Some Acid Derivatives
  作者：Raymond F. Ziessel、Loïc J. Charbonnière、Samir Mameri、Franck Camerel

  DOI：10.1021/jo051586g

  日期：2005.11.1

  Reaction of 6,6'-dibromo-2,2'-bipyridine with phenylphosphine under palladium-promoted cross-coupling conditions provides a variety of linear oligomers bearing two reactive bromo substituents as well as a cyclic dimer, characterized by X-ray crystallography, in which the bipyridine units are constrained to a cis configuration by two phenylphosphine oxide bridges. Derivatives of the linear species containing both carboxylate and phosphonate substituents are readily obtained.