Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/27538
Title: A simple and effective catalytic system for epoxidation of aliphatic terminal alkenes with manganese(II) as the catalyst
Authors: Ho, KP
Wong, WL
Lam, KM
Lai, CP
Chan, TH 
Wong, KY 
Keywords: Alkenes
Epoxidation
Homogeneous catalysis
Manganese
Oxidation
Issue Date: 2008
Publisher: Wiley-VCH
Source: Chemistry - a European journal, 2008, v. 14, no. 26, p. 7988-7996 How to cite?
Journal: Chemistry - a European journal 
Abstract: A simple catalytic system that uses commercially available manganese(II) Perchlorate as the catalyst and peracetic acid as the oxidant is found to be very effective in the epoxidation of aliphatic terminal alkenes with high product selectivity at ambient temperature. Many terminal alkenes are epoxidised efficiently on a gram scale in less than an hour to give excellent yields of isolated product (>90%) of epoxides in high purity. Kinetic studies with some C9-alkenes show that the catalytic system is more efficient in epoxidising terminal alkenes than internal alkenes, which is contrary to most commonly known epoxidation systems. The reaction rate for epoxidation decreases in the order: 1-nonene>cis-3-nonene> trans-3-nonene. ESI-MS and EPR spectroscopic studies suggest that the active form of the catalyst is a high-valent oligonuclear manganese species, which probably functions as the oxygen atomtransfer agent in the epoxidation reaction.
URI: http://hdl.handle.net/10397/27538
ISSN: 0947-6539
EISSN: 1521-3765
DOI: 10.1002/chem.200800759
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