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New Vistas in Transmetalation with Discrete “AgCF 3 ” Species: Implications in Pd‐Mediated Trifluoromethylation Reactions
Author(s) -
Martínez de Salinas Sara,
Mudarra Ángel L.,
BenetBuchholz Jordi,
Parella Teodor,
Maseras Feliu,
PérezTemprano Mónica H.
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201802586
Subject(s) - transmetalation , trifluoromethylation , catalysis , stoichiometry , process (computing) , chemistry , combinatorial chemistry , computer science , organic chemistry , alkyl , trifluoromethyl , operating system
This work describes the employment of discrete “AgCF 3 ” 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(CF 3 ) 2 ] complex, under stoichiometric and catalytic conditions, in the unprecedented one‐pot formation of PhCF 3 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.