Hydrolysis of Phosphorus Esters: A Computational Study
Abstract
Computational chemistry was used to elucidate the reaction paths, transition structures, and energies of activation for the hydrolysis of a series of phosphinate, phosphonate, and phosphate esters. Calculations were performed at the Hartree-Fock level of theory with the density functional theory and 2nd order Moller-Plesset level using the 6-311G(2d.2p) basis set. The SCI-PCM continuum solvation model was also used to determine the roll that solvation plays in stabilizing the various transition structures. Transition structures containing one and/or two water molecules had lower energies than those with no water because the water served as a bridge for transporting the proton from the nucleophile to the leaving group on the other side of the molecule.
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 01, 2005
- Accession Number
- ADA434154
Entities
People
- Gerald H. Lushington
- J. B. Wright
- Margaret Hurley
- William E. White
Organizations
- Edgewood Chemical Biological Center