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Pyrimidopteridine N ‐Oxide Organic Photoredox Catalysts: Characterization, Application and Non‐Covalent Interaction in Solid State
Author(s) -
Hauptmann Richy,
Petrosyan Andranik,
Fennel Franziska,
Argüello Cordero Miguel A.,
Surkus AnnetteE.,
Pospech Jola
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900118
Subject(s) - cinnamic acid , isomerization , covalent bond , intermolecular force , catalysis , oxide , chemistry , characterization (materials science) , electrochemistry , benzoic acid , photoredox catalysis , photochemistry , solid state , combinatorial chemistry , materials science , organic chemistry , nanotechnology , molecule , photocatalysis , electrode
Herein we report the photo‐ and electrochemical characterization of pyrimidopteridine N ‐oxide‐based heterocycles. The potential of their application as organic photoredox catalysts is showcased in the photomediated contra‐thermodynamic E → Z isomerization of cinnamic acid derivatives and oxidative cyclization of 2‐phenyl benzoic acid to benzocoumarin using molecular oxygen as a mild oxidant. Furthermore, unprecedented intermolecular non‐covalent n –π‐hole interactions in solid state are discussed based on crystallographic and theoretical data.