Friday, October 20, 2006
Ground Foyer ( Houston Westchase Marriott Hotel)
308

Nucleophilic substitution of N-methoxyimidoyl fluorides by enolate-type ions and the imine-enamine equilibrium of the products

Derek Linder1, Debra D. Dolliver1, James E. Johnson2, and Frank R. Fronczek3. (1) Southeastern Louisiana University, Hammond, LA, (2) Texas Woman's University, Denton, TX, (3) Louisiana State University, Baton Rouge

N-methoxyimidoyl fluorides (ArC(F)=N-OR) undergo substitution by enolate-type anions to produce compounds which can display imine-enamine tautomerism.    Effects of substituents on imine-enamine tautomeric distributions in solution will be discussed.  X-ray crystallographic structural information shows that certain substituents favor the enamine tautomer in the crystalline lattice.

 


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