[Zurück]

D. Müller, C. Knoll, P. Weinberger:
"Microwave alkylation of lithium tetrazolate";
Monatshefte für Chemie, 148 (2017), S. 131 - 137.

N1-substituted tetrazoles are interesting ligands in transition metal coordination chemistry, especially in the field of spin crossover. Their synthesis is performed in most cases according to the Franke-synthesis, using a primary amine as reagent introducing the substitution pattern. To enhance flexibility in means of substrate scope, we developed a new protocol based on alkylation of lithium
tetrazolate with alkyl bromides. The N1-N2 isomerism of the tetrazole during the alkylation was successfully suppressed by use of highly pure lithium tetrazolate and 30 vol.% aqueous ethanol as solvent, leading to pure N1-substituted products. The feasibility of this reaction was demonstrated by a selection of different substrates.

N1-Tetrazole, Heterocycles, Basicity, Solvent effect, N-Heterocyclic ligands, Spin crossover

http://dx.doi.org/10.1007/s00706-016-1867-7