About the conformations of alpha,beta-diunsaturated ketones.
Substituted 1-(cyclohexenyl)-3-phenylpropen-1-ones, 1-(2-furyl)-3-phenylpropen-1-ones, and 1-(2-thienyl)-3-phenylpropen-1-ones, ketones with 1,4-pentadien-3-one structure, prefer in solution, and at room temperature, according to 1H NMR and IR investigations the s-trans/s-cis conformation. For some compounds the participation of other conformers in the equilibrium could be demonstrated. These results were obtained by a qualitative study of 25 derivatives in different solvents, and comparison with results from MM+, PM3, AM1 or MMX calculations.
Am Ali
F
F
Department of Pharmaceutical/Medicinal Chemistry, Institute of Pharmacy, Ernst-Moritz-Arndt-University, Greifswald, Germany.
Karwot
A
A
Schleuder
M
M
Otro
H H
HH
D007659:Ketones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012997:Solvents; D013055:Spectrophotometry, Infrared
D007659:Ketones; D012997:Solvents