Catalytic asymmetric oxidation of sulfide and styrene derivatives using macroporous resins containing chiral metalloporphyrins (Fe, Ru) |
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| Institution: | 1. Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Maruli?ev trg 19, 10 000 Zagreb, Croatia;2. Department of General and Inorganic Chemistry, Institute of Chemistry, Faculty of Engineering, University of Pannonia, P.O.B. 158, Veszprém H-8201, Hungary;3. NMR Center, Rudjer Bo?kovi? Institute, Bijeni?ka cesta 54, 10 000 Zagreb, Croatia;1. Polymer Synthesis and Analysis Laboratory, Department of Chemistry, Çanakkale Onsekiz Mart University, 17020 Çanakkale, Turkey;2. Secondary Science and Mathematics Education, Faculty of Education, Çanakkale Onsekiz Mart University, 17100 Çanakkale, Turkey |
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| Abstract: | Chiral metalloporphyrin (Fe, Ru) complexes, functionalized with four vinyl groups, have been polymerized with styrene and divinylbenzene (or ethylene glycol) to obtain supported iron and ruthenium complexes. The heterogeneous asymmetric oxidation of sulfides and styrene derivatives was carried out by using these polymers as catalysts. The reaction proceeded under mild conditions and gave sulfoxides and epoxides with good enantiomeric excesses (up to 75–76%). The catalysts keep constant ee values for the recycle tests of up to six times for asymmetric oxidation of styrene derivatives and of up to 14 times for asymmetric oxidation of sulfides with only traces of sulfones. |
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