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- Title
On the N‐Arylation of Acetamide Using 2‐, 3‐ and 1'‐Substituted Iodoferrocenes.
- Authors
Kadari, Lingaswamy; Erb, William; Halauko, Yury S.; Ivashkevich, Oleg A.; Matulis, Vadim E.; Lyakhov, Dmitry; Roisnel, Thierry; Radha Krishna, Palakodety; Mongin, Florence
- Abstract
Various 2‐, 3‐ and 1'‐substituted iodoferrocenes were reacted with acetamide in the presence of copper(I) iodide (1 equiv), N,N'‐dimethylethylenediamine (1 equiv), tripotassium phosphate (2 equiv) in dioxane at 90 °C for 14 h, and allowed a large range of original 1,2‐, 1,3‐ and 1,1'‐disubstituted ferrocenes to be obtained. The results were compared as a function of the substituent and its position on the ring. DFT calculations revealed higher activation barrier for the oxidative addition in the ferrocene series when compared with classical planar aromatics. Structure‐property relationships were applied to rationalize the reactivity of the different iodoferrocenes.
- Subjects
ACETAMIDE; OXIDATIVE addition; DIOXANE; FERROCENE; COPPER; ACETAMIDE derivatives; AMIDES
- Publication
European Journal of Inorganic Chemistry, 2021, Vol 2021, Issue 4, p377
- ISSN
1434-1948
- Publication type
Academic Journal
- DOI
10.1002/ejic.202000904