Catalytic C-H oxidation by a triazamacrocyclic ruthenium complex
Catalytic C-H oxidation by a triazamacrocyclic ruthenium complex
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DOI：
10.1039/c2sc20118f
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发表时间：
2012-01-01
期刊：
影响因子：
8.4
通讯作者：
Du Bois, J.
中科院分区：
文献类型：
--
作者：
McNeill, Eric;Du Bois, J.
介绍了一种以1-10摩尔%（1,4,7-三甲基-1,4,7-三氮杂环壬烷）三氯化钌为催化剂，硝酸铈（IV）铵（CAN）为末端氧化剂氧化叔键和苯基C-H键的方法。该反应方便地在含有一些常见极性官能团的底物上的含水溶剂混合物中进行。该工艺的范围和效率与其他已知的催化C-H氧化技术相当或优于。化学选择性趋势和动力学同位素效应数据暗示了这种转变的逐步、激进-反弹机制。
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.