[D₆]-2,2'-bipyridine-6,6'-dicarboxylic acid diethyl ester | 1394128-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: [D₆]-2,2'-bipyridine-6,6'-dicarboxylic acid diethyl ester
• CAS: 1394128-50-7
• 化学式: C₁₆H₁₆N₂O₄
• 分子量: 306.266
• InChiKey: XUYCSFZRYWQKJJ-VNBWLILLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [D₆]-2,2'-bipyridine-6,6'-dicarboxylic acid diethyl ester 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以85%的产率得到[D₆]-6,6'-bis(hydroxymethyl)-2,2'-bipyridine
  参考文献：
  名称：

  Anomalous Reversal of C–H and C–D Quenching Efficiencies in Luminescent Praseodymium Cryptates

  摘要：

  A series of selectively deuterated praseodymium cryptates has been synthesized. Their luminescence lifetimes in solution range from 150 to 595 ns for the (1)D(2) → (3)F(4) transition. Global fitting of the nonradiative deactivation rate differences of the isotopologic C-(H/D) oscillators revealed that aromatic C-D overtones anomalously quench the luminescence more than C-H vibrations. This is explained by the dominance of Franck-Condon overlap factors that greatly favor C-D oscillators, which are in almost ideal resonance with the relevant energy gap (1)D(2)-(1)G(4) of praseodymium.

  DOI：

  10.1021/ja306052u
• 作为产物：
  描述：

  [D12]-6,6'-dimethyl-2,2'-bipyridine-N,N'-dioxide 在 chromium(VI) oxide 、 硫酸 、 三溴化磷 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 [D₆]-2,2'-bipyridine-6,6'-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Anomalous Reversal of C–H and C–D Quenching Efficiencies in Luminescent Praseodymium Cryptates

  摘要：

  A series of selectively deuterated praseodymium cryptates has been synthesized. Their luminescence lifetimes in solution range from 150 to 595 ns for the (1)D(2) → (3)F(4) transition. Global fitting of the nonradiative deactivation rate differences of the isotopologic C-(H/D) oscillators revealed that aromatic C-D overtones anomalously quench the luminescence more than C-H vibrations. This is explained by the dominance of Franck-Condon overlap factors that greatly favor C-D oscillators, which are in almost ideal resonance with the relevant energy gap (1)D(2)-(1)G(4) of praseodymium.

  DOI：

  10.1021/ja306052u