Atom‐Transfer Radical Addition Photocatalysis Using a Heteroleptic Copper Complex. Issue 12 (19th October 2018)

• Record Type: Journal Article
• Authors: Matsuo, Kazuki; Yamaguchi, Eiji; Itoh, Akichika
• Is Part Of: Asian journal of organic chemistry. Volume 7:Issue 12(2018)
• Page Start: 2435
• Page End: 2438
• Publication Date: 2018-10-19
• Subjects: photocatalysis -- copper -- C−C bond formation -- olefins -- radical reactions; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201800533
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: Herein, we describe a photocatalyzed atom‐transfer radical addition (ATRA) reaction using a heteroleptic copper(I) complex bearing a bipyridyl‐based NN ligand and a 2, 2′‐bis(diphenylphosphino)‐1, 1′‐binaphthyl (BINAP) based PP ligand. The selected heteroleptic complex was [Cu(BINAP)(cup)](PF6 ), which was used because of its intense absorption in the visible region and its long excited‐state lifetime. The reported copper photocatalyzed reactions of olefins with carbon tetrabromide afford the products in moderate‐to‐excellent yields under irradiation with a 3 W, 400 nm light emitting diode (LED). Abstract : Radically bright : A photocatalyzed atom‐transfer radical addition (ATRA) reaction is described using a heteroleptic copper(I) complex bearing a bipyridyl‐based NN ligand and a 2, 2′‐bis(diphenylphosphino)‐1, 1′‐binaphthyl (BINAP) based PP ligand. We found that the copper‐photocatalyzed reactions of olefins with carbon tetrabromide gave products in moderate to excellent yields using a 3 W 400 nm light emitting diode.