Highly efficient oxidative cleavage of alkenes and cyanosilylation of aldehydes catalysed by magnetically recoverable MIL‐101

Abstract

The catalytic activity of magnetically recoverable MIL-101 was investigated in the oxidation of alkenes to carboxylic acids and cyanosilylation of aldehydes.MIL-101 was treated with Fe 3 O 4 and the prepared catalyst was characterized using Fourier transform infrared spectroscopy, X-ray diffraction, N 2 adsorption measurements, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy and inductively coupled plasma analysis. The catalytic active sites in this heterogeneous catalyst are Cr 3+ nodes of the MIL-101framework. This heterogeneous catalyst has the advantages of excellent yields, short reaction times and reusability several times without significant decrease in its initial activity and stability in both oxidation and cyanosilylation reactions. Its magnetic property allows its easy separation using an external magnetic field.

Recent trends in the development of sustainable catalytic systems for the oxidative cleavage of cycloalkenes by hydrogen peroxide

“…Contrary to zeolites that have 178 known structures, MOFs exhibit a wider variety of shape and size porosity due to their ability to tune metals and organic linkers. 62 Similar oxidative cleavage results were observed under similar conditions and the deposited catalyst proved its activity after 5 successive runs with yields exceeding 90%. 62 In both studies, the use of MIL-101 led to high dicarboxylic acid yields but its synthesis requires hazardous conditions.…”

“…62 Similar oxidative cleavage results were observed under similar conditions and the deposited catalyst proved its activity after 5 successive runs with yields exceeding 90%. 62 In both studies, the use of MIL-101 led to high dicarboxylic acid yields but its synthesis requires hazardous conditions. Indeed, it involves dangerous compounds such as hydrofluoric acid and the toxic DMF, severe synthetic conditions and lengthy overall purification.…”

Replacement of Volatile Acetic Acid by Solid SiO2@COOH Silica (Nano)Beads for (Ep)Oxidation Using Mn and Fe Complexes Containing BPMEN Ligand

“…COE was the only product observed by GC-FID. The low selectivity towards COE in the presence of ( L )MnX 2 (X = OTf, p -Ts) and [( L )FeCl 2 ](FeCl 4 ) might be due to the formation of cyclooctanediol and the subsequent opening ring reaction conducting to suberic acid [ 85 , 86 ]. Those two products could not be observed by GC-FID using the method developed herein.…”

Oxidation of Long-Chain α-Olefins Using Environmentally-Friendly Oxidants

“…The use of H 2 O 2 in the oxidative cleavage of aliphatic olefins [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 ] has been widely described. H 2 O 2 is most often used in combination with metallic catalysts based on selenium [ 29 ], palladium [ 30 ], rhenium [ 21 ], ruthenium [ 31 ], iron [ 22 ], and especially tungsten [ 23 , 24 , 25 , 26 , 27 , 32 , 33 , 34 , 35 , 36 ]. Tungsten-catalyzed reactions proceed through a mechanism that involves epoxidation, epoxide hydrolysis to diol, and subsequent oxidation of the diol to the corresponding aldehyde, which may be subsequently oxidized to a carboxylic acid ( Scheme 2 ).…”