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Organic carbonates as solvents in macrocyclic Mn(III) salen catalyzed asymmetric epoxidation of non-functionalized olefins
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SYSNO ASEP 0392334 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Organic carbonates as solvents in macrocyclic Mn(III) salen catalyzed asymmetric epoxidation of non-functionalized olefins Author(s) Maity, N. Ch. (IN)
Rao, G. V. S. (IN)
Prathap, Kaniraj Jeya (UOCHB-X)
Abdi, S. H. R. (IN)
Kureshy, R. I. (IN)
Khan, N. H. (IN)
Bajaj, H. C. (IN)Number of authors 7 Source Title Journal of Molecular Catalysis A-Chemical. - : Elsevier - ISSN 1381-1169
Roč. 366, January (2013), s. 380-389Number of pages 10 s. Language eng - English Country NL - Netherlands Keywords asymmetric epoxidation ; organic carbonate ; macrocyclic Mn(III) salen complex Subject RIV CF - Physical ; Theoretical Chemistry Institutional support UOCHB-X - RVO:61388963 UT WOS 000313230200050 EID SCOPUS 84870252910 DOI 10.1016/j.molcata.2012.10.021 Annotation Organic carbonates, e.g., dimethyl carbonate and propylene carbonate were used as reaction media in enantioselective epoxidation of non-functionalized alkenes by using a series of chiral macrocyclic Mn(III) salen complexes (5 mol%) as catalyst with pyridine N-oxide as an axial base. This protocol worked effectively with urea hydrogen peroxide, as well as sodium hypochlorite as oxidants to give respective epoxides in high yields and ee (up to >91% in selected cases). Furthermore kinetic studies of the catalytic epoxidation reaction in dimethyl carbonate:methanol (optimized solvent mixture) with urea hydrogen peroxide as an oxidant showed first order dependence on catalyst and oxidant whereas it is zero order for the substrate, styrene. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2014
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