D Sames-J. Am. Chem. Soc. 2003

This paper was retracted on June 21, 2006 J. Am. Chem. Soc., 128 (25), 8364 -8364, 2006.
Retraction Reason:
After the departure of the first author and during a thorough re-examination of this publication, the laboratory of the corresponding author (D. Sames) has been unable to reproduce some of the key results. Specifically, the magnesium oxide method gave no arylation products (Scheme 1 and Scheme 4). The C-2' arylation procedures described in this publication (Scheme 2) did furnish the desired products, but with lower efficiency than originally claimed. Namely, 2-phenyl imidazole 1, under the action of CpRu(Ph3P)2Cl catalyst and Cs2CO3 base, gave product 2 in 23% isolated yield (see scheme below; 84% yield was reported in the original publication). C-2' phenylation of 1,2-diphenylimidazole (Scheme 5), catalyzed by Rh(acac)(CO)2, provided <10% of the desired product (GC yield; 81% yield was originally reported). Accordingly, the corresponding author withdraws this paper, and deeply regrets that the chemical community was misled by this publication.
Title:
Diversity Synthesis via C-H Bond Functionalization: Concept-Guided Development of New C-Arylation Methods for Imidazoles
Originally Published:
J. Am. Chem. Soc. 2003, 125, 10580-10585
Authors:
Bengu Sezen and Dalibor Sames*
Affiliation:
Columbia University
Abstract: