Monodisperse CuPt alloy nanoparticles assembled on reduced graphene oxide as catalysts in the transfer hydrogenation of various functional organic groups

Abstract

We present herein a new nanocatalyst, namely binary CuPt alloy nanoparticles (NPs) supported on reduced graphene oxide (CuPt‐rGO), as a highly active heterogeneous catalyst for the transfer hydrogenation (TH) protocol that is demonstrated to be applicable over the reduction of various unsaturated organic compounds (olefins, aldehydes/ketones and nitroarenes) in aqueous solutions at room temperature. CuPt alloy NPs were synthesized by the co‐reduction of metal (II) acetylacetonates by borane‐tert‐butylamine (BTB) complex in hot oleylamine (OAm) solution and then assembled on reduced graphene oxide (rGO) via ultrasonic‐assisted liquid phase self‐assembly method. The structure of yielded CuPt NPs and CuPt‐rGO nanocatalyst were characterized by TEM, XRD and ICP‐MS. The activity of Cu7Pt3‐rGO nanocatalysts were then tested for the THs that were conducted in a commercially available high‐pressure tube using water as sole solvent and ammonia borane as a hydrogen donor at room temperature. The presented catalytic TH protocol was successfully applied over nitroarenes, olefines and aldehydes/ketones, and all the tested compounds were converted to corresponding reduction products with the yields reaching up to 99% under ambient conditions. Moreover, the Cu7Pt3‐rGO nanocatalyst was also reusable in the TH by providing 99% yield after five consecutive runs in TH of nitrobenzene as an example.

Ruthenium on Alkali‐Exfoliated Ti3(Al0.8Sn0.2)C2 MAX Phase Catalyses Reduction of 4‐Nitroaniline with Ammonia Borane

“…As such, the mechanisms of both reactions may be similar. Hydrogenation of 4‐nitroaniline using boranes generally follow either a tandem reduction pathway, [65–70] or a transfer hydrogenation pathway [62,71–73] . A tandem hydrogenation first produces hydrogen, which is then used as reductant in an ensuing reaction [38,66,74] .…”

A facile and highly efficient transfer hydrogenation of ketones and aldehydes catalyzed by palladium nanoparticles supported on mesoporous graphitic carbon nitride

“…Based on our earlier attempts at hydrogenation and reductive amination, [20][21][22][23][24][25] we tried to optimize the hydrogenation conditions by experimenting with different parameters, such as solvent, temperature, time, the catalyst, and the amount of AB. 4′-Methoxyacetophenone was selected as the model reagent for the synthesis of the corresponding alcohol under optimized conditions.…”

“…[17][18][19] In our previous studies, we have presented some protocols using AB as a hydrogen source with reduced graphene oxide-supported bimetallic NiPd alloy nanoparticles (NPs), 20 graphene hydrogel-supported Pd NPs, 21 and CuPt alloy NPs assembled on reduced graphene oxide as a catalyst, respectively. 22 In a recent study, we have also demonstrated that in situ synthesized Pd NPs supported on mesoporous graphitic carbon nitride (mpg-C 3 N 4 /Pd) are highly efficient catalysts in the A facile and highly efficient transfer hydrogenation of ketones and aldehydes catalyzed by palladium nanoparticles supported on mesoporous graphitic carbon nitride TH of nitroarenes to the corresponding aniline derivatives at room temperature. 23 In order to clarify the efficiency of the newly developed mpg-C 3 N 4 /Pd catalyst, we describe herein an efficient, selective, and fast reduction chemistry method for the synthesis of alcohols using AB as a hydrogen source with mpg-C 3 N 4 /Pd in a water/methanol mixture (v/v = 1/1).…”

“…23 In order to clarify the efficiency of the newly developed mpg-C 3 N 4 /Pd catalyst, we describe herein an efficient, selective, and fast reduction chemistry method for the synthesis of alcohols using AB as a hydrogen source with mpg-C 3 N 4 /Pd in a water/methanol mixture (v/v = 1/1). In addition, it should be noted that less AB was used for the hydrogenation reactions compared to our previous studies, [20][21][22][23] making our new methodology cost efficient and more practical.…”