Lithium dialkylamides. 13C parameters and slow proton transfer
RR Fraser, A Baignée, M Bresse, K Hata
Index: Fraser, Robert R.; Baignee, Alison; Bresse, Monique; Hata, Kazumi Tetrahedron Letters, 1982 , vol. 23, # 41 p. 4195 - 4198
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Citation Number: 30
Abstract
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′ ...
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