2-(1-(carboxymethyl)-1H-imidazol-3-ium-2-yl)pyridin-1-ium trifluoroacetate | 1404197-20-1

• 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: 2-(1-(carboxymethyl)-1H-imidazol-3-ium-2-yl)pyridin-1-ium trifluoroacetate
• CAS: 1404197-20-1
• 化学式: C₂HF₃O₂*C₁₀H₉N₃O₂
• 分子量: 317.224
• InChiKey: MFBBFTXLVLUIOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  105.31
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  tert-butyl 2-(2-(pyridin-2-yl)-1H-imidazol-1-yl)acetate 、 三氟乙酸 以 二氯甲烷 为溶剂， 以97%的产率得到2-(1-(carboxymethyl)-1H-imidazol-3-ium-2-yl)pyridin-1-ium trifluoroacetate
  参考文献：
  名称：

  High-Throughput Synthesis and Electrochemical Screening of a Library of Modified Electrodes for NADH Oxidation

  摘要：

  We report the combinatorial preparation and high-throughput screening of a library of modified electrodes designed to catalyze the oxidation of NADH. Sixty glassy carbon electrodes were covalently modified with ruthenium(II) or zinc(II) complexes bearing the redox active 1,10-phenanthroline-5,6-dione (phendione) ligand by electrochemical functionalization using one of four different linkers, followed by attachment of one of five different phendione metal complexes using combinatorial solid-phase synthesis methodology. This gave a library with three replicates of each of 20 different electrode modifications. This library was electrochemically screened in high-throughput (HTP) mode using cyclic voltammetry. The members of the library were evaluated with regard to the surface coverage, midpeak potential, and voltammetric peak separation for the phendione ligand, and their catalytic activity toward NADH oxidation. The surface coverage was found to depend on the length and flexibility of the linker and the geometry of the metal complex. The choices of linker and metal complex were also found to have significant impact on the kinetics of the reaction between the 1,10-phenanthroline-5,6-dione ligand and NADH. The rate constants for the reaction were obtained by analyzing the catalytic currents as a function of NADH concentration and scan rate, and the influence of the surface molecular architecture on the kinetics was evaluated.

  DOI：

  10.1021/ja307390x