|
|||||
|
|
A high performance oxidation method for secondary alcohols by inductive activation of TEMPO in combination with pyridine-bromine complexes |
|
| Authors: | Zhen-Wu Mei Mounir Mansour Yutaka Takaguchi Sadao Tsuboi |
| Affiliation: | a Department of Medicinal and Bioengineering Science, The Graduate School of Natural Science and Technology, Okayama University, Tsushima-naka, Okayama 700-8530, Japan b Department of Material and Energy Science, The Graduate School of Environmental Science, Okayama University, Tsushima-naka, Okayama 700-8530, Japan c Department of Chemical and Biochemical Engineerings, Toyama National College of Technology, Hongo-machi, Toyama 939-8630, Japan d Ecole Normale Supérieure, Département de Chimie, CNRS, 24 Rue Lhomond, 75231 Paris Cedex 5, France |
| Abstract: | A new TEMPO-mediated catalytic oxidation method in combination with Py·HBr3 (stoichiometric) is developed for oxidation of secondary alcohols to the corresponding ketones. The performance of this oxidizing system is better compared with that of TEMPO method combined with R4NBr3. Poly(4-vinylpyridine)·HBr3 can be used in place of Py·HBr3. The electron-withdrawing substituent at the C-4 position of TEMPO increases the reactivity of TEMPO significantly in the oxidation of electron-deficient alcohols such as polyhaloalkylmethanols. Inductive effect of the substituent of TEMPO is discussed through the characterization of the redox potential of N-O radical by cyclic voltammetry. |
| Keywords: | Oxidation TEMPO Co-oxidant Redox Cyclic voltammetry |
| 本文献已被 ScienceDirect 等数据库收录！ | |