P(APTMACl)‐[Mn(TPPS)(OAc)] heterogeneous catalyst system comprised of anionic [Mn(tetrakis(4‐sulfonatophenyl)porphyrin)(OAc)] ([Mn(TPPS)(OAc)]) embedded within cationic cross‐linked polymeric ionic liquid (poly[(3‐acrylamidopropyl)trimethylammonium chloride], p(APTMACl)) hydrogel matrices was used for the selective aerobic oxidation of olefins. P(APTMACl)‐[Mn(TPPS)(OAc)] hydrogel was synthesized by radical polymerization in a solution of cationic APTMACl as an ionic liquid monomer, N,N′‐methylenebisacrylamide as cross‐linking agent, ammonium persulfate as initiator and N,N,N′,N′‐tetramethylmethylenediamine as accelerator in the presence of anionic [Mn(TPPS)(OAc)]. P(APTMACl)‐[Mn(TPPS)(OAc)] was characterized using Fourier transform infrared, diffuse reflectance UV–visible and atomic absorption spectroscopies and scanning electron microscopy. Differential scanning calorimetry was used for measuring the glass transition temperature. Catalytic activity of p(APTMACl)‐[Mn(TPPS)(OAc)] was investigated in the aerobic oxidation of olefins with emphasis on the effect of various parameters such as temperature, catalyst amount, substituent effect, etc. The catalyst was easily recovered from the reaction medium and could be re‐used for another seven runs without significant loss of activity.
A novel amphiphilic manganese porphyrin-paired ionic copolymer, {ADA-INA-[Mn(TPPS)(OAc)]}n, was prepared by the self-assembly process of non-cross-linked amphiphilic polymeric ligands with inorganic species.
Porous carbon xerogels were prepared from the sol-gel polymerization of resorcinol with formaldehyde (RF) followed by carbonization at a high temperature under argon atmosphere. The capacity of the carbon xerogels for direct immobilization of metal complexes was tested with a vanadium(IV) complex, [V IV O(HL)(H 2 O)(CH 3 OH)], which possesses an extended ligand π system and reactive hydroxyl groups on the L-tyrosine fragment. Textural characterization of the CXG and CXG/[V IV O(HL)(H 2 O)(CH 3 OH)] have been investigated using N 2 adsorption-desorption at −196°C. Chemical surface groups were analyzed by FT-IR spectroscopy. Nano-particle size and morphology of CXG and CXG/[V IV O(HL)(H 2 O)(CH 3 OH)] nano-particles have been characterized by scanning electron microscopy (SEM). Catalytic activity of CXG/[VO(HL)(H 2 O)(CH 3 OH)] was investigated in the aerobic oxidation of olefins. The reaction conditions have been optimized for solvent and temperature. CXG/[VO(HL)(H 2 O)(CH 3 OH)] showed higher catalytic activity for the epoxidation of unfunctionalized olefins with molecular oxygen in the presence of isobutyraldehyde. Comparison of the heterogenized catalyst, CXG/[VO(HL)(H 2 O)(CH 3 OH)], with the corresponding homogeneous catalyst, [VO(HL)(H 2 O)(CH 3 OH)], showed that the heterogeneous catalyst had higher activity and selectivity than the homogeneous counterpart. The heterogeneous catalyst was easily recovered from the reaction medium and could be re-used for other five runs without significant loss of activity.
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