Abstract The changes in 13 C chemical shifts for the structural change R 2 NH→ R 2 N Li have been measured for a series of dialkylamines. These lithiation shifts are largest at the alpha carbon (3.7–9.7 ppm) and decrease in the order α> β> γ> δ. The rates of lithium- hydrogen interchange between R 2 NH and R′ 2 N Li have been determined. The activation energies are large (9–17 kcal/mole) and increase as the size of R or R′ ...
[Lappert, Michael F.; Slade, Martin J.; Singh, Anirudh; Atwood, Jerry L.; Rogers, Robin D.; Shakir, Riz Journal of the American Chemical Society, 1983 , vol. 105, # 2 p. 302 - 304]
