A Convenient and Selective Palladium-Catalyzed Aerobic Oxidation of Alcohols

被引:47
作者
Gowrisankar, Saravanan [1 ]
Neumann, Helfried [1 ]
Goerdes, Dirk [2 ]
Thurow, Kerstin [3 ]
Jiao, Haijun [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
[2] Univ Rostock, Inst Automatisierungstechn, D-18051 Rostock, Germany
[3] Univ Rostock, Ctr Life Sci Automat CELISCA, D-18119 Rostock, Germany
关键词
alcohols; density functional calculations; oxidation; palladium; phosphine oxides; BOND-DISSOCIATION ENERGIES; PD-II-HYDROPEROXIDE; MOLECULAR-OXYGEN; SECONDARY ALCOHOLS; PHOSPHINE-OXIDE; PALLADIUM(II)-CATALYZED OXIDATION; KINETIC RESOLUTION; CRYSTAL-STRUCTURES; COMPLEXES; EFFICIENT;
D O I
10.1002/chem.201302526
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient procedure for the oxidation of primary and secondary alcohols to aldehydes and ketones, respectively, with molecular oxygen under ambient conditions has been achieved. By applying catalytic amounts of Pd(OAc)(2) in the presence of tertiary phosphine oxides (OPR3) as ligands, a variety of substrates are selectively oxidized without formation of ester byproducts. Spectroscopic investigations and DFT calculations suggest stabilization of the active palladium(II) catalyst by phosphine oxide ligands.
引用
收藏
页码:15979 / 15984
页数:6
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