This application relates to the use of phosphonium-based ionic liquids as
recyclable solvents for solution phase chemistry. The ionic liquids may
be used, for example, as solvents for reactions involving Grignard
reagents, hydridic reagents, metallic and non-metallic reducing agents,
and strong bases, including nucleophilic carbenes and Wittig reagents. In
one embodiment the invention may comprise homogeneous mixtures of strong
bases/nucleophiles/reducing agents and tetrahydrocarbylphosphonium salt
ionic liquids. The invention also relates to chemical processes that may
proceed in either minimally flammable solvent, or a complete absence of
flammable solvent, including systems containing strong reducing agents
such as alkali and alkaline metals or metal and non-metal hydrides.
Methods for generating anions and nucleophililic carbenes
(imidazol-2-ylidenes) (and complexes derived from them) in
phosphonium-based ionic liquids are also described. The invention
demonstrates the feasibility of using phosphonium-based ionic liquids as
a reliable reaction media for a wide variety of basic reagents. The
problems associated with C--H activation in imidazolium-based ionic
liquids by highly reactive bases are not observed for phosphonium-based
ionic liquids.