116046-94-7Relevant articles and documents
Acyl Derivatives of Cyclic Secondary Amines. Part 1. Dipole Stabilization of Anions: the Cumulative effect of Two Stabilizing Groups
Katritzky, Alan R.,Murugan, Ramiah,Luce, Hudson,Zerner, Michael,Ford, George P.
, p. 1695 - 1700 (2007/10/02)
Lithiation studies with diacylimidazolidines, diacylhexahydropyrimidines, and triacylhexahydro-1,3,5-triazines indicate that no substantial increase in carbanion stability occurs as a result of the introduction of the second stabilizing group.Relative energies are calculated for three conformers of lithiated diformylimidazolidine, six conformers of lithiated diformylhexahydropyrimidine, and eight conformers of lithiated triformylhexahydro-sym-triazine.For the six-membered rings, conformers with equatorial lithium are always more stable those those with axial lithium.Although equatorial syn-syn conformers (with double O-Li co-ordination) are more stable than equatorial syn-anti, the difference is significantly less than that found between the corresponding syn-anti and (least stable) anti-anti conformers.