Ring-Closing Metathesis for Fluoroolefins Using Ruthenium Catalysts with Six-Membered NHC Ligands

被引:0
作者
Ueji, Tatsuya [1 ,2 ]
Tadano, Ryu [1 ,3 ,4 ]
Inagi, Shinsuke [2 ]
Inoue, Munenori [1 ]
机构
[1] Sagami Chem Res Inst, Ayase, Kanagawa 2521193, Japan
[2] Inst Sci Tokyo, Sch Mat & Chem Technol, Dept Chem Sci & Engn, Yokohama, Kanagawa 2268501, Japan
[3] Tokyo Denki Univ, Dept Mat & Life Sci, Adachi ku, Tokyo 1208551, Japan
[4] Nagoya Univ, Grad Sch Pharmaceut Sci, Dept Basic Med Sci, Chikusa, Nagoya 4648601, Japan
关键词
OLEFIN-METATHESIS; CROSS-METATHESIS; VINYL FLUORIDES; TETRAFLUOROETHYLENE; BONDS;
D O I
10.1021/acs.orglett.4c04846
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Although olefin metathesis is a superior method for the construction of olefins, the synthesis of fluoroolefins remains challenging. In this study, we report the exploration of ruthenium catalysts suitable for the ring-closing metathesis of fluoroolefins. Using ruthenium catalysts with appropriate six-membered N-heterocyclic carbene ligands, we successfully synthesized various five- and six-membered fluorinated ring olefins. DFT calculations suggested that the strong electron-donating properties and moderate bulkiness of the N-heterocyclic carbene ligands played crucial roles.
引用
收藏
页码:1470 / 1474
页数:5
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