engleski

Ferrocenyl lithium reacts with phthalimide. DFT study of the mechanism

In order to investigate the electronic and structural interactions between organometallic functionalities and heterocycles, a reaction between ferrocenyl lithium (FcLi) and Nphenyl phthalimide was performed. During the course of this reaction an unusual reactivity was observed. The conversion of one equivalent of FcLi with N-phenyl phthalimide, resulted in mono-ferrocenyl lactam, which rapidly undergoes ring-chain tautomerism. When two equivalents of FcLi were used, a bis-ferrocenyl lactone, involving a five-membered oxygen bridged heterocycle, was formed. In addition, a tricyclic product, in which one of the ferrocene moieties displays a planar chiral substitution pattern, was isolated. This complex reaction mechanism has been explored by use of modern computational techniques

organometallics, ferrocene, phthalimide, DFT, reaction mechanism

nije evidentirano