Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 37, Pages 12232-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja804570b
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Funding
- NSF [CHE-0616885]
- NIH [CA109164]
- DOE [DE-FG02-05ER15690]
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Copper(I) and copper(II) 1,5-diaza-cis-decalin complexes [(N(2))Cu] are effective precatalysts for aerobic oxidative coupling of naphthol substrates. Mechanistic studies, however, reveal that these complexes are not the reactive form of the catalyst under steady-state conditions. Rather, the active catalyst forms in a presteady-state self-processing step that involves oxygenation of the naphthol substrate. The oxygenated substrate, NapH(OX), serves as a cofactor that combines with the (N(2))Cu complexes to achieve highly selective, steady-state oxidase reactivity (aerobic oxidative biaryl coupling).
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