FURTHER INSIGHTS INTO THE CHEMISTRY OF ACYLLITHIUM COMPOUNDS R2NC(O)LI - CHARACTERIZATION OF AN AMIDE (R2NLI) ADDUCT (R2NCHNR2(OLI)) TO A FORMAMIDE (R2NC(O)H)
Ns. Nudelman et al., FURTHER INSIGHTS INTO THE CHEMISTRY OF ACYLLITHIUM COMPOUNDS R2NC(O)LI - CHARACTERIZATION OF AN AMIDE (R2NLI) ADDUCT (R2NCHNR2(OLI)) TO A FORMAMIDE (R2NC(O)H), Organometallics, 17(2), 1998, pp. 146-150
Studies of the reaction of lithium morpholide with N,N-dibutylformamid
e and 1-formylpiperidine, respectively, indicate that in the complex e
quilibria resulting from these compounds the mixed diamino lithium alk
oxides derived from morpholine and the corresponding amide (N,N-dibuty
lformamide or 1-formylpiperidine) are formed first. These intermediate
s then collapse to the lithium morpholide carbamoyl anion which reacts
with mospholine to finally give the lithium dimorpholinemethoxide, wh
ich was detected by C-13 NMR as well as independently synthesized.