Brieger, LukasSchrimpf, TobiasScheel, RebeccaUnkelbach, ChristianStrohmann, Carsten2024-01-102024-01-102022-09-13http://hdl.handle.net/2003/42272http://dx.doi.org/10.17877/DE290R-24109The metalation of N,N-dimethylaminomethylferrocene in THF by the superbasic mixture of nBuLi/KOtBu proceeds readily at low temperatures to afford a bimetallic Li2K2 aggregate containing ferrocenyl anions and tert-butoxide. Starting from an enantiomerically enriched ortho-lithiated aminomethylferrocene, an enantiomerically pure superbase can be prepared. The molecular compound exhibits superbasic behavior deprotonating N,N-dimethylbenzylamine in the α-position and is also capable of deprotonating toluene. Quantum chemical calculations provide insight into the role of the bridging THF molecule to the possible substrate–reagent interaction. In addition, a benzylpotassium alkoxide adduct gives a closer look into the corresponding reaction site of the Lochmann–Schlosser base that is reported herein.enAlkali metalsChiralityLithiumPotassiumX-ray diffraction540Towards substrate-reagent interaction of Lochmann-Schlosser bases in THF: bridging THF hides potential reaction site of a chiral superbaseText