Construction of supramolecular dimer photosensitizers based on triphenylamine derivatives and cucurbit[8]uril for photocatalysis

Abstract

We have designed and constructed supramolecular dimers between triphenylamine derivatives with AIE properties and CB[8] through host–guest interactions, which can be used as photosensitizers for photooxidation reactions of thioanisole.

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

“…Building on our previous research in organic photocatalysis, 39–42 we have now developed a triphenylamine modified cyanophenylenevinylene derivative (TPCI), which not only has excellent water solubility, but also exhibits a wide absorption band ranging from 350–500 nm especially strong blue light absorption from 400 nm to 480 nm. Notably, the quenching of TPCI by water is negligible, allowing for the selective generation of singlet oxygen ( 1 O 2 ), an excellent reactive oxygen species (ROS) generated from type II photosensitizer with unprecedented high 1 O 2 quantum yield (Scheme 1b) in aqueous environments, which behaves with significant potential for application in photochemical oxidation, circumventing the necessity for organic solvents and oxidizing agents during the oxidation procedure.…”

A Photosensitive Cationic Macrocycle Based on Triphenylamine as Photocatalysts for Selective Photooxidation of Phosphines, Styrenes, and Hydroazobenzenes

“…Building on our previous work in photooxidation reactions, − we have now designed and synthesized a positively charged cyclic molecule TPPB, utilizing triphenylamine as the framework, which exhibits remarkable solubility in water-based solutions and demonstrates exceptional luminescent characteristics. Simultaneously, the incorporation of triphenylamine allows it to produce a significant quantity of reactive oxygen species (ROS), specifically singlet oxygen ( 1 O 2 ), making it a promising candidate for efficient photocatalytic oxidation reactions (Scheme b).…”

Visible-light-mediated direct C3 alkylation of quinoxalin-2(1H)-ones using alkanes

“…Motivated by these elegant studies, and based on our previous work in organic photocatalysis, 69–71 we have now developed a photochemical approach for C–H alkylation of quinoxalin-2(1 H )-ones with alkanes as alkyl radical precursors and trifluoroacetic acid as a HAT reagent under photocatalyst-free conditions and demonstrated its practicality, flexibility, and operational simplicity. We commenced the investigation by utilising 1-methylquinoxalin-2(1 H )-one ( 1 ) and cyclohexane ( 2 ) as representative substrates to optimise the reaction conditions (Table 1).…”