24854-67-9Relevant articles and documents
An efficient epoxidation of terminal aliphatic alkenes over heterogeneous catalysts: When solvent matters
Palumbo,Tiozzo,Ravasio,Psaro,Carniato,Bisio,Guidotti
, p. 3832 - 3839 (2016/06/13)
The epoxidation of unfunctionalized terminal aliphatic alkenes over heterogeneous catalysts is still a challenging task. Due to the tuning of a peculiar catalyst/oxidant/solvent combination, it was possible to attain good alkene conversions (73%) and excellent selectivity values (>98%) in the desired terminal 1,2-epoxide. Over the titanium-silica catalyst and in the presence of tert-butylhydroperoxide, the use of α,α,α-trifluorotoluene as an uncommon non-toxic solvent was the key factor for a marked enhancement of selectivity. The titanium-silica catalyst was efficiently recycled and reused after a gentle rinsing with fresh solvent.
Manganese acetate in pyrrolidinium ionic liquid as a robust and efficient catalytic system for epoxidation of aliphatic terminal alkenes
Ho, Kam-Piu,Wong, Wing-Leung,Lee, Lawrence Yoon Suk,Lam, Kin-Ming,Chan, Tak Hang,Wong, Kwok-Yin
experimental part, p. 1970 - 1973 (2011/04/15)
Green epoxides! A novel and simple ionic liquid/manganese acetate catalytic system has been developed for the rapid and selective oxidation of aliphatic terminal alkenes to epoxides. It provides an efficient, reusable, and scalable protocol for the green synthesis of epoxides from various aliphatic terminal alkenes.
A simple and effective catalytic system for epoxidation of aliphatic terminal alkenes with manganese(II) as the catalyst
Ho, Kam-Piu,Wong, Wing-Leung,Lam, Kin-Ming,Lai, Cheuk-Piu,Chan, Tak Hang,Wong, Kwok-Yin
experimental part, p. 7988 - 7996 (2009/11/30)
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.