Linker‐Free,Silica‐Bound Olefin‐Metathesis Catalysts: Applications in Heterogeneous Catalysis |
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| Authors: | Dr José Cabrera Dr Robin Padilla Dr Miriam Bru Dr Ronald Lindner Dr Takeharu Kageyama Dr Kristina Wilckens Dr Shawna L Balof Dr Hans‐Jörg Schanz Dr Richard Dehn Dr J Henrique Teles Dr Stephan Deuerlein Dr Kevin Müller Dr Frank Rominger Dr Michael Limbach |
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| Institution: | 1. Catalysis Research Laboratory (CaRLa), Im Neuenheimer Feld 584, 69120 Heidelberg (Germany), Fax: (+49)?621‐60‐6648957;2. The University of Southern Mississippi, Department of Chemistry & Biochemistry, 118 College Dr., Hattiesburg, MS 39406 (USA);3. Georgia Southern University, Department of Chemistry, 250 Forest Drive, P.O. Box 8064, Statesboro, GA 30460 (USA);4. BASF SE, Process Research and Chemical Engineering, Carl‐Bosch‐Strasse 38, 67056 Ludwigshafen (Germany);5. BASF SE, Advanced Materials and Systems Research, Carl‐Bosch‐Strasse 38, 67056 Ludwigshafen (Germany);6. Organisch‐Chemisches Institut, Ruprecht‐Karls‐Universit?t Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany) |
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| Abstract: | A set of heterogenized olefin‐metathesis catalysts, which consisted of Ru complexes with the H2ITap ligand (1,3‐bis(2′,6′‐dimethyl‐4′dimethyl aminophenyl)‐4,5‐dihydroimidazol‐2‐ylidene) that had been adsorbed onto a silica support, has been prepared. These complexes showed strong binding to the solid support without the need for tethering groups on the complex or functionalized silica. The catalysts were tested in the ring‐opening–ring‐closing‐metathesis (RO‐RCM) of cyclooctene (COE) and the self‐metathesis of methyl oleate under continuous‐flow conditions. The best complexes showed a TON>4000, which surpasses the previously reported materials that were either based on the Grubbs–Hoveyda II complex on silica or on the classical heterogeneous Re2O7/B2O3 catalyst. |
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| Keywords: | carbenes macrocycles metathesis ruthenium supported catalysts |
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