Open AccessDilithium Amides as a Modular Bis-Anionic Ligand Platform for Iron-Catalyzed Cross-Coupling
Author(s) -
Peter G. N. Neate,
Bufan Zhang,
Jessica Conforti,
William W. Brennessel,
Michael L. Neidig
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c02053
Subject(s) - dilithium , electrophile , chemistry , aryl , ligand (biochemistry) , reagent , combinatorial chemistry , catalysis , coupling reaction , alkyl , organic chemistry , ion , biochemistry , receptor , deprotonation
Dilithium amides have been developed as a bespoke and general ligand for iron-catalyzed Kumada-Tamao-Corriu cross-coupling reactions, their design taking inspiration from previous mechanistic and structural studies. They allow for the cross-coupling of alkyl Grignard reagents with sp 2 -hybridized electrophiles as well as aryl Grignard reagents with sp 3 -hybridized electrophiles. This represents a rare example of a single iron-catalyzed system effective across diverse coupling reactions without significant modification of the catalytic protocol, as well as remaining operationally simple.