Fluorinated Phosphorus–Selenium Heteroatom Compounds: Phenylphosphonofluorodiselenoic Salts, Adducts, and Esters

Abstract

2,4-Bis­(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide, [PhP­(Se)­(μ-Se)]₂, Woollins’ reagent (<b>WR</b>), reacts with dry KF or tetrabutylammonium fluoride (TBAF) at room temperature generating the corresponding potassium and tetrabutylammonium phenyldiselenofluorophosphinates <b>1</b> and <b>2</b> in almost quantitative yields. Treating <b>1</b> with equimolar amounts of tetraphenylphosphonium chloride or 1,3-dimesityl-<i>1H</i>-imidazol-3-ium chloride in THF at room temperature afforded the corresponding organic adducts <b>3</b> and <b>4</b> in 90% and 87% yields. Reaction of <b>1</b> with mono- and dihalogenated alkanes gave a series of esters of phenylphosphonofluoridodiselenoates <b>5–8</b> and <b>9</b> in 79–93% yields. Two representative crystal structures are reported