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Visible‐Light‐Induced Palladium‐Catalyzed Dehydrogenative Carbonylation of Amines to Oxalamides
Author(s) -
Meyer Tim,
Rabeah Jabor,
Brückner Angelika,
Wu XiaoFeng
Publication year - 2021
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.202100009
Subject(s) - palladium , carbonylation , catalysis , chemistry , photochemistry , stoichiometry , electron paramagnetic resonance , hydrogen , oxygen , oxidative phosphorylation , combinatorial chemistry , organic chemistry , carbon monoxide , biochemistry , physics , nuclear magnetic resonance
The palladium‐catalyzed oxidative carbonylation of amines toward the synthesis of oxalamides has been established around 30 years ago and it usually needs the presence of (over)stoichiometric amounts of oxidant. In this work, the first transformation of this type in which the oxidant was replaced by visible light is described. The new approach uses a simple robust Pd complex, which can even be partially recycled. A mechanistic reason is provided and supported by control experiments and EPR studies, showing that Pd I was formed and Pd 0 was the active species. Both nitrogen‐ and the intermediate acyl radical can be detected. Moreover, the formation of hydrogen was confirmed by gas GC.