Catalytic transfer hydrogenation in γ-valerolactone-based ionic liquids

Abstract

The combination of transfer hydrogenation reaction with the 5 advantages of γ-valerolactone-based ionic liquids could result in an environmentally benign method for the reduction of organic substrates. Ionic liquids containing 4-hydroxyvalerate anion were applied as alternative solvents for the reduction of acetophenone and its substituted forms, and different alkenes 10 using transition metal based catalysts. The optimal conditions (e.g. type of catalyst precursor and hydrogen donor) for the transformation were also specified.

Recyclable Earth‐Abundant Metal Nanoparticle Catalysts for Selective Transfer Hydrogenation of Levulinic Acid to Produce γ‐Valerolactone

“…In this context, GVL is identified as an efficient solvent in the production of levulinic acid (LA) and GVL from cellulose; catalytic conversion of fructose to GVL; conversion of fructose, glucose, and sucrose to 5‐hydroxymethyl furfural (HMF), LA, and formic acid (FA); for the Sonogashira reaction; for the Hiyama reaction; for the Pd‐catalyzed Heck reaction; and for the Pt‐catalyzed enantioselective hydroformylation of styrene . The solvent applications of GVL‐based ionic liquids for catalytic transfer hydrogenation of acetophenone, substituted acetophenones, carbonyl compounds, and alkenes, as well as for Rh‐catalyzed hydrogenation of functionalized olefins are also reported. Most recently, GVL was used successfully as an illuminating and lighter fluid as well as a solvent for the conversion of paper waste, such as white paper and newspaper chips to GVL .…”

Conservative evolution and industrial metabolism in Green Chemistry

“…40 Alkoxyvalerates and valerate-based ionic liquids, which could be considered and used as partially bio-ionic liquids, can also easily be obtained from GVL. 41,42 Their applications as reaction media for hydrogenation reactions involving transfer hydrogenation protocol 42,43 and Ullmann-type cross-coupling reactions 44 were recently demonstrated. Biomass-based polymer precursors such as hydroxyamides can also be easily synthesized by the ring-opening of GVL under mild conditions.…”

A New and Eco‐Friendly Method for Reduction of Ketones in Water

“…Different solvent systems have been developed over the years; however, environmental pollution is one of the biggest problems for both developing industry and chemistry. For this reason, environmentally benign solvents such as ionic liquids and water have attracted considerable interest for the catalytic transfer hydrogenation of ketones . Water is clearly the best because it is environmental friendly, nontoxic, abundant, cheap, easily accessible, non‐flammable, non‐explosive, and safe.…”