biostudies-literatureSengupta SDeutsche ForschungsgemeinschaftDeutsche Bundesstiftung Umwelte202201359https://www.ebi.ac.uk/biostudies/studies/S-EPMC9546396biostudies-literatureUnknown28(50)The in situ Grignard Metalation Method (iGMM) is a straightforward one-pot procedure to quickly produce multigram amounts of Hauser bases R<sub>2</sub> N-MgBr which are valuable and vastly used metalation reagents and novel electrolytes for magnesium batteries. During addition of bromoethane to a suspension of Mg metal and secondary amine at room temperature in an ethereal solvent, a smooth reaction yields R<sub>2</sub> N-MgBr under evolution of ethane within a few hours. A Schlenk equilibrium is operative, interconverting the Hauser bases into their solvated homoleptic congeners Mg(NR<sub>2</sub> )<sub>2</sub> and MgBr<sub>2</sub> depending on the solvent. Scope and preconditions are studied, and side reactions limiting the yield have been investigated. DOSY NMR experiments and X-ray crysChemistry (Weinheim an der Bergstrasse, Germany)In Situ Grignard Metalation Method for the Synthesis of Hauser Bases.PMC9546396INST 275/442-1 FUGG20018/578Gorls HKrieck SSchuler PSengupta SWesterhausen MLiebing PfalseIn Situ Grignard Metalation Method for the Synthesis of Hauser Bases.The in situ Grignard Metalation Method (iGMM) is a straightforward one-pot procedure to quickly produce multigram amounts of Hauser bases R<sub>2</sub> N-MgBr which are valuable and vastly used metalation reagents and novel electrolytes for magnesium batteries. During addition of bromoethane to a suspension of Mg metal and secondary amine at room temperature in an ethereal solvent, a smooth reaction yields R<sub>2</sub> N-MgBr under evolution of ethane within a few hours. A Schlenk equilibrium is operative, interconverting the Hauser bases into their solvated homoleptic congeners Mg(NR<sub>2</sub> )<sub>2</sub> and MgBr<sub>2</sub> depending on the solvent. Scope and preconditions are studied, and side reactions limiting the yield have been investigated. DOSY NMR experiments and X-ray crys2022-01-01T00:00:00Z2022 Sep2025-04-05T20:11:17.638Z2025-04-05T20:11:17.638ZS-EPMC95463963568661810.1002/chem.202201359