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Organocuprate Cross‐Coupling: The Central Role of the Copper(III) Intermediate and the Importance of the Copper(I) Precursor
Author(s) -
Bertz Steven H.,
Cope Stephen,
Dorton Donna,
Murphy Michael,
Ogle Craig A.
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200703035
Subject(s) - tetracoordinate , copper , reagent , chemistry , coupling (piping) , range (aeronautics) , planar , organic chemistry , computer science , materials science , metallurgy , composite material , computer graphics (images)
Cu III in focus : The key intermediate in copper‐mediated cross‐coupling reactions has long been believed to be a “copper(III) intermediate”. Investigation of reactions of a variety of methyl Gilman reagents Me 2 CuLi⋅LiX with EtI using rapid‐injection NMR spectroscopy conditions reveals a number of formally Cu III tetracoordinate square‐planar intermediates (see scheme) with a surprising range of stabilities.