Optically Pure C1-Symmetric Cyclic(alkyl)(amino)carbene Ruthenium Complexes for Asymmetric Olefin Metathesis

被引:31
|
作者
Morvan, Jennifer [1 ]
Vermersch, Francois [2 ]
Zhang, Ziyun [3 ]
Falivene, Laura [4 ]
Vives, Thomas [1 ]
Dorcet, Vincent [1 ]
Roisnel, Thierry [1 ]
Crevisy, Christophe [1 ]
Cavallo, Luigi [3 ]
Vanthuyne, Nicolas [5 ]
Bertrand, Guy [2 ]
Jazzar, Rodolphe [2 ]
Mauduit, Marc [1 ]
机构
[1] Univ Rennes, CNRS, Ecole Natl Super Chim Rennes, ISCR UMR 6226, F-35000 Rennes, France
[2] Univ Calif San Diego, Dept Chem & Biochem, UCSD CNRS Joint Res Chem Lab UMI 3555, La Jolla, CA 92093 USA
[3] King Abdullah Univ Sci & Technol KAUST, KAUST Catalysis Ctr KCC, Thuwal 239556900, Saudi Arabia
[4] Univ Salerno, Dipartimento Chim & Biol, I-84100 Fisiciano, Italy
[5] Aix Marseille Univ, CNRS, F-13397 Marseille, France
关键词
N-HETEROCYCLIC CARBENES; CYCLIC (ALKYL)(AMINO)CARBENES CAACS; CATALYSTS; MECHANISM; BEARING; LIGANDS; REACTIVITY;
D O I
10.1021/jacs.0c10705
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An expedient access to the first optically pure ruthenium complexes containing C-1-symmetric cyclic (alkyl)(amino)carbene ligands is reported. They demonstrate excellent catalytic performances in asymmetric olefin metathesis with high enantioselectivities (up to 92% ee). Preliminary mechanistic insights provided by density functional theory models highlight the origin of the enantioselectivity.
引用
收藏
页码:19895 / 19901
页数:7
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