期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 50, 页码 15696-15698出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b11028
关键词
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资金
- DOE [DE-FG02-13ER16370]
To understand the effect of the anion (X) in the copper-catalyzed azide-alkyne cycloaddition (CuAAC) catalytic process, the kinetic profiles of the successive steps of the catalytic cycle have been studied by performing stoichiometric reactions using copper complexes LCuX in which L is a cyclic (alkyl)(amino)carbene (CAAC) ligand and X = OTf, Cl, OAc, OPh, or OtBu. Basic ligands favor the metalation step but disfavor the formation of the catalytically active alpha,pi-bis(copper) acetylide, whereas non-nucleophilic ligands favor the latter but slowly promote the former. We show that acetate is a good compromise, and in addition, it is very efficient in the proto-demetalation step.
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