A Rhodium Triphenylphosphine Catalyst for Alkene Hydrogenation Supported on Neat Superparamagnetic Iron Oxide Nanoparticles

Abstract

A phosphonic acid functionalized triphenylphosphine rhodium complex was synthesized and grafted onto neat superparamagnetic iron oxide nanoparticles. The material was investigated by elemental analysis, IR spectroscopy, thermogravimetric analysis, XRD, N2‐physisorption analyses, and TEM measurements. The obtained hybrid material could be used as a catalyst for the hydrogenation of alkenes with excellent yields and a broad substrate scope. The catalyst can be reused ten times without any loss of activity. According to the results from X‐ray absorption spectroscopy, it is likely that formation of Rh nanoparticles occurs during the reaction.

A Bifunctional MOF Catalyst Containing Metal–Phosphine and Lewis Acidic Active Sites

“…SulP1‐MOF‐808(Hf)‐Rh gave good yields of ortho ‐substituted alkyl derivatives of anilines with cyclopentene (72–75 %) and excellent yields (81–87 %) were observed for ortho‐ and para ‐substituted halide derivatives of aniline with cyclohexene. The resonance at +30 ppm in the 31 P MAS NMR spectrum of the MOF post‐catalysis, shows the metal complex remains intact (Figure S58) . For comparison, the 31 P chemical shift for the original, unbound phosphine is −3 ppm and that of the corresponding phosphine oxide is +40 ppm.…”

“…The resonance at + 30 ppm in the 31 PM AS NMR spectrumo ft he MOF post-catalysis, shows the metal complex remains intact ( Figure S58). [18] For comparison, the 31 Pc hemical shift for the original, unboundp hosphine is À3ppm andt hat of the correspondingp hosphine oxide is + 40 ppm. The tunable nature of SulP1-MOF-808(Hf)t oa ct as ab ifunctionall igand with judicious choice of metal sources was therefore demonstrated in tandemr eductivea mination and domino hydroaminomethylation reactions.…”

Wilkinson‐Type Immobilized Catalyst on Diamond Nanoparticles for Alkene Reduction

“…Wang et al. have developed a triphenylphosphine rhodium complex supported on a SBA‐15 mesoporous silica support, and later on superparamagnetic iron oxide nanoparticles . The activity of both supported catalysts was investigated for hydrogenation under 1 bar H 2 , 40 °C, and 1–2 mol % catalyst for 20 to 24 h. The former catalyst gave poor performance for the reduction of internal alkenes whereas the latter gave nearly as good results as the ND–Rh nanoparticles presented in this study, except for chalcone for which only 17 % of conversion was obtained.…”

Organic–Inorganic Hybrid Metal Phosphonates as Recyclable Heterogeneous Catalysts

“…Apart from Al, Ti, Fe, Zn, and Sn, several other metal phosphonates have been reported in recent times. Very recently, a Rh complex bearing phosphate containing ligand has been anchored to the surface of magnetic Fe 3 O 4 nanoparticles and this hybrid magnetic material showed very good catalytic activity in the hydrogenation of alkenes . A wide range of alkenes can be hydrogenated over this Ru‐grafted hybrid phosphonate catalyst.…”

“…Very recently,aRh complex bearing phosphate containing ligand has been anchored to the surface of magnetic Fe 3 O 4 nanoparticles and this hybrid magnetic material showedv ery good catalytic activity in the hydrogenation of alkenes. [79] Aw ide range of alkenes can be hydrogenated over this Ru-grafted hybrid phosphonate catalyst. In this context, Pramanik et al have developed ah ybrid Mo-phosphonate materialb yu sing triphosphonate 2 as the phosphate source.…”