1.
Chemistry
; 17(28): 7845-51, 2011 Jul 04.
Artículo
en Inglés
| MEDLINE
| ID: mdl-21656863
RESUMEN
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.
2.
Angew Chem Int Ed Engl
; 50(17): 3896-9, 2011 Apr 18.
Artículo
en Inglés
| MEDLINE
| ID: mdl-21442712
3.
Chem Commun (Camb)
; 46(23): 4109-11, 2010 Jun 21.
Artículo
en Inglés
| MEDLINE
| ID: mdl-20520876
RESUMEN
An additives study for the alkyl-alkyl Negishi reaction using an NHC-Pd catalyst revealed that bromide salts promote coupling while the cation is mechanistically benign. A double titration revealed that the cross-coupling begins at a 1 : 1 ratio of LiBr : (n)BuZnBr, suggesting that a higher-order zincate, presumably Li(m)Zn((n)Bu)Br(3)((2-m)-), is the active transmetalating agent.