Catalytic C-H oxidation by a triazamacrocyclic ruthenium complex

被引:67
作者
McNeill, Eric [1 ]
Du Bois, J. [1 ]
机构
[1] Stanford Univ, Dept Chem, Stanford, CA 94305 USA
基金
美国国家科学基金会;
关键词
SATURATED-HYDROCARBONS; RUO4-MEDIATED OXIDATIONS; CIS-DIOXORUTHENIUM(VI) COMPLEX; HYDROXYLATION; MECHANISM; FUNCTIONALIZATION; SELECTIVITY; EPOXIDATION; REACTIVITY; ALKENES;
D O I
10.1039/c2sc20118f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A method for oxygenation of tertiary and benzylic C-H bonds is described that uses 1-10 mol% (1,4,7-trimethyl-1,4,7-triazacyclo-nonane) ruthenium(III) trichloride as catalyst and ceric (IV) ammonium nitrate (CAN) as the terminal oxidant. The reaction is conveniently performed in aqueous solvent mixtures on substrates bearing a number of common, polar functional groups. The scope and efficiency of this process are comparable or superior to other known catalytic C-H oxidation technologies. Chemoselectivity trends and kinetic isotope effect data implicate a stepwise, radical-rebound mechanism for this transformation.
引用
收藏
页码:1810 / 1813
页数:4
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