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Hypochlorite-oxyfunctionalization of saturated hydrocarbons catalysed by ruthenium(II) complexes
Affiliation:1. Key Laboratory of Functional Molecular Solids of the Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241002, PR China;2. Anhui Laboratory of Molecule-Based Materials, Anhui Provincial Engineering Laboratory for New-Energy Vehicle Battery Energy-Storage Materials, Anhui Normal University, Wuhu, Anhui 241002, PR China;3. School of Mechanical Engineering, Yeungnam University, Gyeongsan, Gyeoungbuk 712749, Republic of Korea;1. Department of Pharmacology, School of Pharmaceutical Sciences, Central South University, Changsha 410078, China;2. Hunan Provincial Key Laboratory of Cardiovascular Research, School of Pharmaceutical Sciences, Central South University, Changsha 410078, China;3. Department of Laboratory Medicine, Xiangya School of Medicine, Central South University, Changsha 410013, China;4. Department of Pharmacology, Xiangnan University, Chenzhou 423000, China
Abstract:Hydroxylation or ketonization of alkanes is achieved using lithium or sodium hypochlorite in the presence of catalytic amounts of ruthenium(II) complexes in a biphasic dichloromethane—water system, at room temperature. The oxidation of cyclooctane is first order both in substrate and in catalyst: a kinetic isotope effect (kH/kD) = 5.6 was measured using cyclohexane-d12. A discussion is included concerning the origin of the different regioselectivities.
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