Highly Efficient C-SeCF3 Coupling of Aryl Iodides Enabled by an Air-Stable Dinuclear PdI Catalyst

被引:118
作者
Aufiero, Marialuisa [1 ,2 ]
Sperger, Theresa [1 ]
Tsang, Althea S. -K. [1 ]
Schoenebeck, Franziska [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, Landoltweg 1, D-52074 Aachen, Germany
[2] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
关键词
cross coupling; DFT calculations; dinuclear catalysis; fluorine chemistry; synthetic methods; STRUCTURAL-CHARACTERIZATION; PALLADIUM(I) DIMER; CANCER PREVENTION; TRIFLUOROMETHYL SULFIDES; PD(I) COMPLEXES; ALKYL-HALIDES; REACTIVITY; SELENIDES; AMINATION; CHLORIDES;
D O I
10.1002/anie.201503388
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Building on our recent disclosure of catalysis at dinuclear Pd-I sites, we herein report the application of this concept to the realization of the first catalytic method to convert aryl iodides into the corresponding ArSeCF3 compounds. Highly efficient C-SeCF3 coupling of a range of aryl iodides was achieved, enabled by an air-, moisture-, and thermally stable dinuclear Pd-I catalyst. The novel SeCF3-bridged dinuclear Pd-I complex 3 was isolated, studied for its catalytic competence and shown to be recoverable. Experimental and computational data are presented in support of dinuclear Pd-I catalysis.
引用
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页码:10322 / 10326
页数:5
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