Linker-Free, Silica-Bound Olefin-Metathesis Catalysts: Applications in Heterogeneous Catalysis

被引:40
作者
Cabrera, Jose [1 ]
Padilla, Robin [1 ]
Bru, Miriam [1 ]
Lindner, Ronald [1 ]
Kageyama, Takeharu [1 ]
Wilckens, Kristina [1 ]
Balof, Shawna L. [2 ]
Schanz, Hans-Joerg [3 ]
Dehn, Richard [4 ]
Teles, J. Henrique [4 ]
Deuerlein, Stephan [4 ]
Mueller, Kevin [5 ]
Rominger, Frank [6 ]
Limbach, Michael [1 ,4 ]
机构
[1] Catalysis Res Lab CaRLa, D-69120 Heidelberg, Germany
[2] Univ So Mississippi, Dept Chem & Biochem, Hattiesburg, MS 39406 USA
[3] Georgia So Univ, Dept Chem, Statesboro, GA 30460 USA
[4] BASF SE, Proc Res & Chem Engn, D-67056 Ludwigshafen, Germany
[5] BASF SE, Adv Mat & Syst Res, D-67056 Ludwigshafen, Germany
[6] Heidelberg Univ, Organ Chem Inst, D-69120 Heidelberg, Germany
关键词
carbenes; macrocycles; metathesis; ruthenium; supported catalysts; RING-CLOSING METATHESIS; RUTHENIUM CARBENE CATALYSTS; MESOPOROUS MOLECULAR-SIEVES; TUNGSTEN COMPLEXES; HOVEYDA-GRUBBS; METHYL OLEATE; SOL-GEL; POLYMERIZATION; ROMP; NHC;
D O I
10.1002/chem.201202248
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A set of heterogenized olefin-metathesis catalysts, which consisted of Ru complexes with the H(2)ITap 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-openingring-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.
引用
收藏
页码:14717 / 14724
页数:8
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