Effect of degree of β-chlorination on photocatalytic activity of meso-tetraphenylporphyrin under homogeneous and nanoscale heterogeneous conditions: Chlorination vs. bromination
“…The splitting pattern is in good agreement with the similar metalloporphyrins reported in the literature. 23 With the collective analysis of experimental results, we propose a plausible chlorination pathway for AlTPyP, as shown in Scheme 1.…”
Here, we report that integrated supramolecular catalyst drives one-electron initiated two-electron water oxidation to form H2O2. The supramolecular catalyst was prepared by inclusion of pyridyl groups of 10,15,20- tetra(4-pyridyl)porphyrinato aluminium...
“…The splitting pattern is in good agreement with the similar metalloporphyrins reported in the literature. 23 With the collective analysis of experimental results, we propose a plausible chlorination pathway for AlTPyP, as shown in Scheme 1.…”
Here, we report that integrated supramolecular catalyst drives one-electron initiated two-electron water oxidation to form H2O2. The supramolecular catalyst was prepared by inclusion of pyridyl groups of 10,15,20- tetra(4-pyridyl)porphyrinato aluminium...
“…In addition, compound 1 is oxidized to the corresponding hydroperoxide 2 under blue‐LED driven condition by direct insertion of singlet oxygen at the tertiary α‐ethereal carbon atom (Figure 1), without formation of radical species [36] . The applications of blue‐LED in photochemistry has been reported, and the role of photosensitizers, such as meso ‐tetraphenylporphyrin ( meso ‐TPP) and iridium derivatives, adequately discussed [37–39] . Inspired by the ability of HRP to catalyze oxidative reactions using organic peroxides as alternative to H 2 O 2 , [40] we set up a novel blue‐LED driven 2LPs for the selective coupling of coumarins to bicoumarins.…”
A blue‐LED‐driven two‐liquid‐phase system has been set up for the in situ activation of horseradish peroxidase avoiding the use of hydrogen peroxide and drawbacks related to enzyme denaturation and undesired radical side‐reactions. The photobiocatalytic system was applied for the oxidative coupling of natural and synthetic coumarins to bicoumarins, allowing to obtain homodimers in only one step, avoiding the use of tedious protecting groups. Two natural C‐2 symmetric bicoumarins derived from the coupling of scopoletin were synthesized for the first time. UV‐visible spectrophotometry analysis confirmed the radical‐free and blue‐LED‐driven in situ oxidation of the green solvent 2‐methyltetrahydrofuran to the corresponding hydroperoxide, which in turn oxidizes the ferric heme of horseradish peroxidase to ferryl intermediate, triggering the oxidative coupling reaction.
A room temperature and solvent‐free β‐chlorination and β‐bromination protocol for meso‐tetraarylporphyrinato nickel(II) complexes to access the β‐octahalogenated derivatives by ball‐milling is communicated. Various ball‐milling parameters were systematically studied.
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