Conformational study of the vinylphosphonic acid and derivatives

摘要

The alkenyl phosphonic have become interesting compounds for the chemical industry. The have been used as drugs, polymer additives, flame retards, and metal extractants. The electronic structure of the smallest derivatives of this series of compounds, namely, vinylphosphonic acid (VPA), vinylphosphine oxide (VPO), and vinylphosphoryl dichloride (VPDC), are studied here. The nature of the phosphoryl bond was a subject of discussion because its electronic nature could be considered either as a resonance between a double bond and a single polarized bond or as a triple bond with different electronic possibilities. The electronic structure of VPA, VPO, and VPDC have been studied by density functional theory methods using a large basis set. Conformers "s-cis", "s-cis-gauche", "s-trans", and "s-trans-gauche" and rotational barriers are determined for the internal rotational around th C-P bond.