So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Rono, Lydia J.; Yayla, Hatice G.; Wang, David Y.; Armstrong, Michael F.; Knowles, Robert R. researched the compound: [Ir(dtbbpy)(ppy)2]PF6( cas:676525-77-2 ).Recommanded Product: 676525-77-2.They published the article 《Enantioselective Photoredox Catalysis Enabled by Proton-Coupled Electron Transfer: Development of an Asymmetric Aza-Pinacol Cyclization》 about this compound( cas:676525-77-2 ) in Journal of the American Chemical Society. Keywords: asym aza pinacol cyclization ketone hydrazone photoredox catalysis; proton coupled electron transfer photoredox catalysis; amino alc diastereoselective enantioselective preparation; chiral phosphoric acid catalyst asym aza pinacol cyclization; iridium complex photoredox catalyst asym aza pinacol cyclization; hydrogen bond ketyl radical intermediate asym aza pinacol cyclization. We’ll tell you more about this compound (cas:676525-77-2).
The first highly enantioselective catalytic protocol for the reductive coupling of ketones and hydrazones is reported (e.g., I → II). These reactions proceed through neutral ketyl radical intermediates generated via a concerted proton-coupled electron transfer (PCET) event jointly mediated by a chiral phosphoric acid catalyst and the photoredox catalyst Ir(ppy)2(dtbpy)PF6 (ppy = 2-phenylpyridine; dtbpy = 4,4′-di-tert-butyl-2,2′-bipyridine). Remarkably, these neutral ketyl radicals appear to remain H-bonded to the chiral conjugate base of the Bronsted acid during the course of a subsequent C-C bond-forming step, furnishing syn 1,2-amino alc. derivatives with excellent levels of diastereo- and enantioselectivity. This work provides the first demonstration of the feasibility and potential benefits of concerted PCET activation in asym. catalysis.
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Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”