Struct. Chem. 19, 785-792 (2008)

DOI: 10.1007/s11224-008-9365-0

A computational study of the effect of C-lithiation on the NMR properties (chemical shifts and coupling constants) of aziridines

A DFT (B3LYP/6-311++G(d,p) study of a series of N-H, N-methyl and N-propyl aziridines and their C-lithium derivatives has been carried out in order to explore their configurational as well as their NMR properties (1H and 13C). The results agree fairly well with experimental observations [Org Lett 9:1263, 2007 and J Org Chem 73, 2008 (73:3197)] and reveal the existence of lithium-N(lone pair) and lithium C(aromatic) interactions.