Phosphines featuring a hexafluorocyclopentene skeleton: Synthesis, coordination properties, and applications for Lewis-acidic transition-metal catalysts

Abstract

Weakly σ-donating phosphines bearing a hexafluorocyclopentene skeleton were synthesized. The 1JPSe coupling constants of selenides of the fluorinated phosphines revealed substantially decreased s-character of the phosphorus lone pair orbitals of the fluorinated phosphines, indicating their weak σ-donating ability. Au(I), Pd(II) and Pt(II) complexes bearing the fluorinated phosphines showed moderate catalytic activity in the hydration and hydroarylation of alkynes.

Keywords

• Fluorinated phosphines
• Transition metal complexes
• Lewis acid catalysts
• Hydroarylation of alkynes
• Hydration of alkynes