期刊
CHEMICAL SCIENCE
卷 6, 期 2, 页码 1115-1119出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4sc03106g
关键词
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资金
- NIH [R01 GM097243]
- NSF Graduate Fellowship [NSF DGE-1419118]
The nickel-catalyzed cross-coupling of aryl halides with alkyl radicals derived from alkyl halides has recently been extended to couplings with carbon radicals generated by a co-catalyst. In this study, a new co-catalyst, cobalt phthalocyanine (Co(Pc)), is introduced and demonstrated to be effective for coupling substrates not prone to homolysis. This is because Co(Pc) reacts with electrophiles by an S(N)2 mechanism instead of by the electron-transfer or halogen abstraction mechanisms previously explored. Studies demonstrating the orthogonal reactivity of (bpy)Ni and Co(Pc), applying this selectivity to the coupling of benzyl mesylates with aryl halides, and the adaptation of these conditions to the less reactive benzyl phosphate ester and an enantioconvergent reaction are presented.
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