A stable enol in small ring systems: clear differentiation between penta- and tri-valency of phosphorus atoms.
The first stable enols in 1,2-dihydrophosphetes and were synthesized and structurally characterized with intermolecular hydrogen bonds to phosphoryl groups in 10-membered dimeric structures; in contrast, trivalent analogue exists in keto-form, where such stabilization by hydrogen bonds is not feasible.
Ionkin
Alex S
AS
DuPont Central Research & Development, Experimental Station, Wilmington, DE 19880-500, USA. alex.s.ionkin@usa.dupont.com
Marshall
William J
WJ
Fish
Brian M
BM
Schiffhauer
Matthew F
MF
McEwen
Charles N
CN
D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007659:Ketones / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010758:Phosphorus / Q000737:chemistry*; D013237:Stereoisomerism
D007659:Ketones; D009943:Organophosphorus Compounds; D010758:Phosphorus