期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 136, 期 44, 页码 15757-15766出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja509144r
关键词
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资金
- National Institutes of Health [GM46059]
- National Science Foundation [2010094243]
- Alexander von Humboldt Foundation
Isotopic labeling has been used to determine that a portion of the desired product in the Pd-catalyzed fluorination of electron-rich, non-ortho-substituted aryl triflates results from direct C-F cross-coupling. In some cases, formation of a Pd-aryne intermediate is responsible for producing undesired regioisomers. The generation of the Pd-aryne intermediate occurs primarily via ortho-deprotonation of a LPd(Ar)OTf (L = biaryl monophosphine) species by CsF and thus competes directly with the transmetalation step of the catalytic cycle. Deuterium labeling studies were conducted with a variety of aryl triflates.
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