UV‐induced oxygenation of toluene enhanced by Co (acac)₂/9‐mesityl‐10‐methylacridinium ion/N‐hydroxyphthalimide tandem

Abstract

The effect of near-UV irradiation on the oxygenation of toluene dissolved in MeCN was studied in a stainless-steel reactor upon O 2 bubbling at 80 C and 100 C and 10 atm using Co (acac) 2 and 9-mesityl-2,7,10-trimethylacridinium perchlorate (Me 2 Acr + -Mes ClO 4 À ) as the catalyst and photocatalyst, respectively. In the absence of the process mediator N-hydroxyphthalimide (NHPI), the rate of PhCH 3 oxidation was extremely low, leading to trace amounts of the products formed. The presence of NHPI and the irradiation with UV light enhanced the substrate oxygenation and benzyl alcohol, benzaldehyde, and benzoic acid yield substantially by three to four times. The relative content of the last product was lowest at the beginning of the process as well as in lightexcited oxygenation. In this report, we highlight the mechanism of catalyst, photocatalyst, and mediator combined effect on product yield and composition.

Brønsted acid-catalysed aerobic photo-oxygenation of benzylic C–H bonds

“…In this vein, canonical photo-oxidation that makes use of molecular oxygen as the terminal oxidant is of particular prominence, and a plethora of aerobic reaction systems have been successfully developed spanning the past decade or so. 3 Notwithstanding the notable progress, conspicuous problems deterring the potential applicability of photo-oxidation in large-scale production still remain, as the majority of prior art often shows a heavy reliance on the use of transition metal catalysts, 4 semiconductors 5 or organic photosensitizers. 6…”

Targeting on Different Characteristic Continuous Variables in Process Transition for Ethylene Column with Wide-Range Feed Fluctuation

“…The complicated process industry occupies an essential position in the industrial system and national economy [1]. In recent years, the shortage of resources and the intensification of market competition have urged process industries to meet higher demands for product quality, security, cost, and efficiency [2][3][4][5].…”

Selective Aerobic Oxidation of P-Methoxytoluene by Co(II)-Promoted NHPI Incorporated into Cross-Linked Copolymer Structure

“…GPTMS was used as the linking molecule to graft NHPI onto the surface of commercial SiO 2 [38,39]. In addition, NHPI was studied in photocatalytic [40,41] and electrocatalytic selective oxidation [42,43], aerobic dehydrogenation of N-heterocycles [44], and intermolecular anti-Markovnikov hydroamination of alkenes [45].…”