Sodium phosphaethynolate as a building block for heterocycles

Angew Chem Int Ed Engl. 2014 Feb 3;53(6):1641-5. doi: 10.1002/anie.201308220. Epub 2014 Jan 22.

Abstract

Phosphorus-containing heterocycles have evolved from laboratory curiosities to functional components, such as ligands in catalytically active metal complexes or molecular constituents in electronic devices. The straightforward synthesis of functionalized heterocycles on a larger scale remains a challenge. Herein, we report the use of the phosphaethynolate (OCP)(-) anion as a building block for various sterically unprotected and functionalized hydroxy substituted phosphorus heterocycles. Because the resulting heterocycles are themselves anions, they are building blocks in their own right and allow further facile functionalization. This property may be of interest in coordination chemistry and material science.

Keywords: cycloaddition; multiple bonds; phosphinines; phosphorus heterocycles; sodium phosphaethynolate.