Organophosphorus Azoles Incorporating a Tetra-, Penta-, and Hexacoordinated Phosphorus Atom: NMR Spectroscopy and Quantum Chemistry

Abstract

The review presents extensive data (from the author’s work and the literature) on the stereochemical structure of functionalized organophosphorus azoles (pyrroles, pyrazoles, imidazoles and benzazoles) and related compounds, using multinuclear 1Н, 13С, 31Р NMR spectroscopy and quantum chemistry. 31P NMR spectroscopy, combined with high-level quantum-chemical calculations, is the most convenient and reliable approach to studying tetra-, penta-, and hexacoordinated phosphorus atoms of phosphorylated N-vinylazoles and evaluating their Z/E isomerization.

New efficient pecS-n (n = 1, 2) basis sets for quantum chemical calculations of 31P NMR chemical shifts

“…Today we witness the ultimate importance of organophosphorus chemistry as applied in many industrial fields such as the production of drugs, insecticides, fungicides, polymer plasticizers and stabilizers, catalysts, components of lubricating oils, and many other. 1 In this respect, searching for novel bioorganic phosphorus compounds, complexes, and clusters, being of potential importance for practical use, is strongly conjugated with structural studies by means of the phosphorus-31 nuclear magnetic resonance spectroscopy ( 31 P NMR). Without understatement, the 31 P NMR spectroscopy can be said to represent one of the most powerful tools for studying structure and dynamics of large-size biological systems involving phosphorous atoms.…”