The phosphoryl and the carbonyl group as hydrogen bond acceptors

Abstract

Formation constants for the hydrogen-bonded complexes between phenol (donor) and selected carbonyl or phosphoryl compounds (acceptors) were determined from IR Δν shifts. The P=O group is about two orders of magnitude stronger as an acceptor than the C=O group, but no evidence for the enolization of a β-diphosphoryl system was found. The IR absorption band of the phosphoryl group (νP=O) showed weak response to the involvement in the hydrogen bonding, and the shifts of the donor molecule (νOH) provide a better measure of the formation constants. Key words: carbonyl and phosphoryl groups as hydrogen bond acceptors, enolization of a β-difunctional system, determination of Kassoc from the IR Δνshifts.

Oxygen‐Atom Transfer Chemistry and Thermolytic Properties of a Di‐tert‐Butylphosphate‐Ligated Mn4O4 Cubane

“…The mixed‐valence dimanganese complex [(bpy) 2 Mn(μ 2 ‐O) 2 Mn(bpy) 2 ](ClO 4 ) 3 50 and the phosphate ligands NBu 4 [O 2 P(O t Bu) 2 ]51 and NBu 4 [O 2 P(pin)]68 were synthesized as described previously.…”

Hydrolysis–condensation reactions of diethylphosphato-ethyltriethoxysilane with tetraethoxysilane studied by 29Si-NMR: Solvent and phosphonate catalytic effect

“…Modro et al [38] have evidenced the formation of strong hydrogen-bonded complexes between phenol (donor) and phosphoryl compounds (acceptor). They found that the hydrogen bonding properties of the P@O group was approximately 100-fold more effective than carbonyl group in a similar molecular structure.…”

The Phosphoryl and the Carbonyl Group as Hydrogen Bond Acceptors

“…1 For simple carbonyl compounds the K assoc values were determined from the ν OH for the donor. The obtained values are in the range 7-12, and agree well with the literature data.…”