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Visible-Light-Accelerated Copper(II)-Catalyzed Regio- and Chemoselective Oxo-Azidation of Vinyl Arenes.

作者信息

Hossain Asik, Vidyasagar Adiyala, Eichinger Christian, Lankes Christian, Phan Jenny, Rehbein Julia, Reiser Oliver

机构信息

Institut für OrganischeChemie, Universität Regensburg, Universitätsstr. 31, 93053, Regensburg, Germany.

出版信息

Angew Chem Int Ed Engl. 2018 Jul 2;57(27):8288-8292. doi: 10.1002/anie.201801678. Epub 2018 Jun 1.

DOI:10.1002/anie.201801678
PMID:29693764
Abstract

The visible-light-accelerated oxo-azidation of vinyl arenes with trimethylsilylazide and molecular oxygen as stoichiometric oxidant was achieved. In contrast to photocatalysts based on iridium, ruthenium, or organic dyes, [Cu(dap) ]Cl or [Cu(dap)Cl ] were found to be unique for this transformation, which is attributed to their ability to interact with the substrates through ligand exchange and rebound mechanisms. Cu is proposed as the catalytically active species, which upon coordinating azide will undergo light-accelerated homolysis to form Cu and azide radicals. This activation principle (Cu -X→Cu +X ) opens up new avenues for copper-based photocatalysis.

摘要

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