[5,10,15,20-tetra(pentafluorophenyl)porpholactone]Cu(II) | 1448358-61-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: [5,10,15,20-tetra(pentafluorophenyl)porpholactone]Cu(II)
• CAS: 1448358-61-9
• 化学式: C₄₃H₆CuF₂₀N₄O₂
• 分子量: 1054.06
• InChiKey: LYSCFLBXFYESTL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  copper(II) acetate monohydrate 、 5,10,15,20-tetra(pentafluorophenyl)porpholactone 以 甲醇 、 氯仿 为溶剂， 以93 %的产率得到[5,10,15,20-tetra(pentafluorophenyl)porpholactone]Cu(II)
  参考文献：
  名称：

  Switching Electrocatalytic Hydrogen Evolution Pathways through Electronic Tuning of Copper Porphyrins

  摘要：

  The electronic structure of metal complexes plays key roles in determining their catalytic features. However, controlling electronic structures to regulate reaction mechanisms is of fundamental interest but has been rarely presented. Herein, we report electronic tuning of Cu porphyrins to switch pathways of the hydrogen evolution reaction (HER). Through controllable and regioselective β‐oxidation of Cu porphyrin 1, we synthesized analogues 2–4 with one or two β‐lactone groups in either a cis or trans configuration. Complexes 1–4 have the same Cu‐N4 core site but different electronic structures. Although β‐oxidation led to large anodic shifts of reductions, 1–4 displayed similar HER activities in terms of close overpotentials. With electrochemical, chemical and theoretical results, we show that the catalytically active species switches from a CuI species for 1 to a Cu0 species for 4. This work is thus significant to present mechanism‐controllable HER via electronic tuning of catalysts.

  DOI：

  10.1002/anie.202401074

文献信息

• Ruthenium-Catalyzed Oxidation of the Porphyrin β,β′-Pyrrolic Ring: A General and Efficient Approach to Porpholactones
  作者：Yi Yu、Hongbin Lv、Xiansheng Ke、Boyan Yang、Jun-Long Zhang

  DOI：10.1002/adsc.201200720

  日期：2012.12.14

  We describe an efficient ruthenium-catalyzed oxidation of the β,β′-pyrrolic ring on the porphyrin periphery. Through the conversion of a β,β′-double bond to a lactone moiety, the direct preparation of porpholactones from porphyrins is achieved, which previously suffered from needing toxic reagents, multiple synthetic steps and low yields. The generality of this method has been investigated with various

  我们描述了卟啉外围的β，β′-吡咯环的有效钌催化氧化。通过β，β'的转化-双键内酯部分，从卟啉直接制备porpholactones的实现，这在以前从需要有毒试剂，多个合成步骤和低的产率受到影响。已经用具有不同电子和空间效应的各种卟啉，甚至一些金属卟啉研究了该方法的一般性，因此代表了合成有趣的卟啉内酯衍生物的通用且有效的方法。