Carbazole-based photocatalyst (4CzIPN) as a novel donor-acceptor (D-A) fluorophore catalyzed gram-scale 2-amino-4H-chromene scaffolds photosynthesis via a proton-coupled electron transfer (PCET) process

• Published in: Journal of the Taiwan Institute of Chemical Engineers Vol. 144; p. 104699
• Main Author: Mohamadpour, Farzaneh
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.03.2023
• Subjects: 2-Amino-4H-chromene scaffolds; Aqueous media; Carbazole-based photocatalyst (4CzIPN); Photochemical synthesis; Proton-coupled electron transfer (PCET); Renewable energy source; 2-Amino-4H-chromene scaffolds; Photochemical synthesis; Renewable energy source; Aqueous media; Carbazole-based photocatalyst (4CzIPN); Proton-coupled electron transfer (PCET)
• ISSN: 1876-1070; 1876-1089
• DOI: 10.1016/j.jtice.2023.104699

•Carbazole-based photocatalyst (4CzIPN) as a novel donor-acceptor (D-A) fluorophore.•Gram-scale 2-amino-4H-chromene scaffolds photosynthesis.•Proton-coupled electron transfer (PCET) process. According to the study, fluorophore organic dye photo-redox catalysts are also easily accessible and reasonably priced. This method is used to research a novel donor-acceptor (D-A) organo-photocatalyst. Due to the unique photophysical and photochemical characteristics of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN), it was the main subject of our study. A novel donor-acceptor (D-A) fluorophore; 4CzIPN, combines carbazolyl as an electron donor and dicyanobenzene as an electron acceptor and is a widely sought-after metal-free photocatalyst because of its large redox window, economic and environmental sustainability, broad applicability, and well-proven electrical properties. Based on the Knoevenagel-Michael tandem cyclocondensation of malononitrile, aldehydes, and resorcinol, we created a green radical synthesis procedure for 2-amino-4H-chromene scaffolds. A PCET (proton-coupled electron transfer) photocatalyst was employed in an aqueous medium in an air environment, at room temperature, and underneath a blue LED as a renewable energy source. This research aims to use a donor-acceptor (D-A) fluorophore that is novel, widely available, and reasonably priced. The quick and straightforward photocatalyst (4CzIPN) based on carbazoles yields superior results, consumes minimal energy, and protects the environment. This makes it possible to research the environmental system's chemical composition's historical evolution. The turnover number (TON) and turnover frequency (TOF) of 2-amino-4H-chromene scaffolds were investigated. Gram-scale cyclization provides more evidence of its viability for commercial application. [Display omitted]