On the N-Arylation of Acetamide Using 2-, 3- and 1’-Substituted Iodoferrocenes**
Halauko, Yury S.
Ivashkevich, Oleg A.
Matulis, Vadim E.
Radha Krishna, Palakodety
KAUST DepartmentVisual Computing Center (VCC)
Computer, Electrical and Mathematical Sciences and Engineering (CEMSE) Division
Embargo End Date2021-12-22
Permanent link to this recordhttp://hdl.handle.net/10754/666657
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AbstractVarious 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.
CitationKadari, L., Erb, W., Halauko, Y. S., Ivashkevich, O. A., Matulis, V. E., Lyakhov, D., … Mongin, F. (2020). On the N -Arylation of Acetamide Using 2-, 3- and 1’-Substituted Iodoferrocenes**. European Journal of Inorganic Chemistry. doi:10.1002/ejic.202000904