A water-soluble type II photosensitizer for selective photooxidation reactions of hydroazaobenzenes, olefins, and hydrosilanes in water

Abstract

A water-soluble type II photosensitizer with excellent water solubility was utilized for selective photooxidation reactions of hydroazaobenzenes, olefins, and hydrosilanes in water.

Tetraphenylethylene-based photoresponsive supramolecular organic framework and its metallization for photocatalytic redox reactions

“…Subsequently, its photocatalytic activity in the oxidative reaction of 1,2-diphenylhydrazine in water was also studied. 62,63 As shown in Table S1,† the assembled SOF as a photocatalyst in the water-based solution led to a significant yield of 86% (entry 1) when irradiated by UV light at room temperature, whereas the monomers MV-DPY and NA-TPE showed lower yields (no reaction, entry 2 and 33%, entry 3). In addition, it was noted that reducing the concentration of SOF to 0.5 mol% decreased the catalytic yield to 54% (entry 4).…”

“…Given the excellent performance of the assembled SOF in the generation of ROS, thorough investigations were carried out to check its possible application as a photocatalyst in the aerobic oxidations of N -phenyltetrahydroisoquinoline and hydroazobenzene in water. 61,62 An initial examination was carried out on the aerobic oxidation process of N -phenyltetrahydroisoquinoline under prevailing atmospheric conditions for 24 h. According to the results presented in Table 1, the assembled SOF with a concentration of 1.0 mol% gave a reaction yield of 83% (entry 1), while the reaction with NA-TPE and MV-DPY as photocatalysts showed significantly lower yields (no reaction and 31%), indicating that the assembled SOF demonstrates exceptional catalytic efficiency in promoting the aerobic oxidation of N -phenyltetrahydroisoquinoline. By decreasing the quantity of the photocatalyst to 0.50 mol%, the reaction yield diminishes to 51% (entry 4).…”

Photocatalytic selective oxidation of toluene under encapsulated air conditions

“…We reasoned that the selectivity of toluene oxidation could be achieved by manipulating the total amount of air and catalyst loading that is present in the reaction system in order to prevent the subsequent oxidation reaction of benzaldehyde, thereby minimizing the difficulty and complexity of catalyst design (Scheme 1c, bottom). Based on our previous work in organic photocatalysis, 35–38 we have developed a mild and practical photocatalytic selective oxidation of toluene under encapsulated air conditions and low catalyst loading (Scheme 1d). This approach employed readily available ferric chloride (FeCl 3 ) as an HAT catalyst with low catalyst loading and exhibits notable catalytic efficacy and selectivity, while simultaneously accommodating a broad applicability for various high value-added aromatic aldehydes.…”