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Identification of a Higher‐Order Organozincate Intermediate Involved in Negishi Cross‐Coupling Reactions by Mass Spectrometry and NMR Spectroscopy
Author(s) -
Hunter Howard N.,
Hadei Niloufar,
Blagojevic Voislav,
Patschinski Pascal,
Achonduh George T.,
Avola Stephanie,
Bohme Diethard K.,
Organ Michael G.
Publication year - 2011
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.201101029
Subject(s) - negishi coupling , mass spectrometry , chemistry , nuclear magnetic resonance spectroscopy , solvent , spectroscopy , coupling reaction , analytical chemistry (journal) , computational chemistry , organic chemistry , chromatography , catalysis , physics , quantum mechanics
Negishi cross‐coupling reactions were analyzed in solution by mass spectrometry and NMR spectroscopy to identify both the effect of LiBr as an additive as well as the purpose of 3‐dimethyl‐2‐imidazolidinone (DMI) as a co‐solvent. The results suggest that the main role of DMI is to facilitate a higher order bromozincate formation during the addition of LiBr.