Effect of Mesoporous Chitosan Action and Coordination on the Catalytic Activity of Mesoporous Chitosan-Grafted Cobalt Tetrakis(p-Sulfophenyl)Porphyrin for Ethylbenzene Oxidation

Abstract

To simulate the active site cavity structure function and axial coordination of cytochrome P-450 enzymes, mesoporous chitosan(mesp-CTS) was used as a scaffold for a meso-sized cavity to immobilize cobalt tetrakis(p-sulphophenyl)porphyrin chloride(Co TPPS). Immobilization was achieved via an acid-base reaction and axial coordination of the H 2 N-C group to the Co ion in Co TPPS, thus forming the biomimetic catalyst Co TPPS/mesp-CTS. Several approaches, including scanning electron microscopy (SEM), the Brunauer-Emmett-Teller (BET)technique, Fourier transform infrared (FT-IR) spectroscopy, ultraviolet-visible (UV-vis) spectroscopy, thermogravimetric and differential scanning calorimetry (TG-DSC), and X-ray photoelectron spectroscopy (XPS), were used to characterize the grafted catalyst. The catalytic performance of Co TPPS/mesp-CTS in ethylbenzene oxidation without any solvents and additives was investigated. The results showed that only 0.96 × 10 mol of Co TPPS grafted onto mesp-CTS could be recycled three times for 200 mL of ethylbenzene oxidation, with an average yield of 44.6% and selectivity of 68.8%. The highly efficient catalysis can be attributed to promotion by mesp-CTS, including the effect of the mesoporous structure and the axial coordination to the Co ion in Co TPPS. This biomimetic methodology provides a method for clean production of acetophenone via ethylbenzene oxidation.

Synthesis and photocatalytic activity of ultrathin two-dimensional porphyrin nanodisks via covalent organic framework exfoliation

“…20 and 21). The N 1s spectra clearly indicated the incorporation of Cu ion in the nanodisk [35][36][37][38] . We further observed a peak with a the binding energy of 935 eV, attributable to the Cu 2p3/2 2+ oxidation state, characteristic of copper metalloporphyrin 39 and is further evidence in support of the formation of the metalloporphyrin unit in these ultrathin 2D COFs ( Supplementary Fig.…”

A practical innovative method for highly selective oxidation of alkenes and alkanes using Fe (III) and Mn (III) porphyrins supported onto multi‐wall carbon nanotubes as reusable heterogeneous catalysts

“…Most of them are included in the most useful synthetic intermediates considering their industrial value . The past decades have witnessed significant progress in the catalytic methods for oxidation of olefines with organocatalysts or metal‐based catalysts, such as V, Mn, Fe, Co, Cu, etc.…”

CeFe-Based Bead Nanocomposites as Catalysts for Oxidation of Ethylbenzene Reaction

“…In this aspect, the selective oxidation of cyclic compounds to their corresponding aldehydes, ketones, or carboxylic acid has gained great interest from both the industrial and academic point of view [7][8][9][10][11].…”

“…Depending on the cyclic compounds used as substrate and the reaction conditions, the products obtained are benzaldehyde, acetophenone, styrene epoxide, benzoic acid, 2-phenyl-acetaldehyde, and other valuable compounds [1,[3][4][5]. These products find application in the synthesis of fine chemicals, resins, flavoring agent, plasticizers and agricultural compounds as well as intermediates for biochemical reaction pathways [6][7][8][9][10][11]. Additionally, the selective oxidation of cyclic compounds such as ethylbenzene, styrene, and benzyl alcohol ( Figure 1) selectively produce the above mentioned valuable chemicals using H2O2, tert-butyl hydroperoxide (TBHP) or O2 as oxidizing agents [4,[12][13][14].…”