New Vistas in Transmetalation with Discrete "AgCF3" Species: Implications in Pd-Mediated Trifluoromethylation Reactions

被引:23
作者
Martinez de Salinas, Sara [1 ]
Mudarra, Angel L. [1 ,2 ]
Benet-Buchholz, Jordi [1 ]
Parella, Teodor [3 ]
Maseras, Feliu [1 ,4 ]
Perez-Temprano, Monica H. [1 ]
机构
[1] Barcelona Inst Sci & Technol BIST, Inst Chem Res Catalonia ICIQ, Avgda Paisos Catalans 16, Tarragona 43007, Spain
[2] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, C Marcelli Domingo S-N, E-43007 Tarragona, Spain
[3] Univ Autonoma Barcelona, Fac Ciencies, Serv RMN, Bellaterra 08193, Spain
[4] Univ Autonoma Barcelona, Fac Ciencies, Dept Quim, Bellaterra 08193, Spain
关键词
organometallic synthesis; silver; structural elucidation; transmetalation; trifluoromethylation; PALLADIUM-CATALYZED TRIFLUOROMETHYLATION; C-H ACTIVATION; REDUCTIVE ELIMINATION; ARYL IODIDES; COMPLEXES; CHEMISTRY; LIGAND; SILVER; ARCF3; CF3;
D O I
10.1002/chem.201802586
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This work describes the employment of discrete AgCF3 complexes as efficient transmetalating agents to Pd-II to surmount overlooked challenges related to the transmetalation step in Pd-catalyzed trifluoromethylation processes. We report the participation of a unique silver ate (Cs)[Ag(CF3)(2)] complex, under stoichiometric and catalytic conditions, in the unprecedented one-pot formation of PhCF3 using PhI as starting material. Moreover, we show that the transmetalation step, which is often ignored in these transformations, can also determine the success or failure of the coupling process.
引用
收藏
页码:11895 / 11898
页数:4
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