Naphthochromenones: Organic Bimodal Photocatalysts Engaging in Both Oxidative and Reductive Quenching Processes. (20th November 2019)

• Record Type: Journal Article
• Authors: Mateos, Javier; Rigodanza, Francesco; Vega‐Peñaloza, Alberto; Sartorel, Andrea; Natali, Mirco; Bortolato, Tommaso; Pelosi, Giorgio; Companyó, Xavier; Bonchio, Marcella; Dell'Amico, Luca
• Is Part Of: Angewandte Chemie. Volume 132:Number 3(2020)
• Page Start: 1318
• Page End: 1328
• Publication Date: 2019-11-20
• Subjects: Organokatalyse -- Photoredoxkatalyse -- Radikalreaktionen -- Synthesemethoden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201912455
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Twelve naphthochromenone photocatalysts (PCs) were synthesized on gram scale. They absorb across the UV/Vis range and feature an extremely wide redox window (up to 3.22 eV) that is accessible using simple visible light irradiation sources (CFL or LED). Their excited‐state redox potentials, PC*/PC .− (up to 1.65 V) and PC .+ /PC* (up to −1.77 V vs. SCE), are such that these novel PCs can engage in both oxidative and reductive quenching mechanisms with strong thermodynamic requirements. The potential of these bimodal PCs was benchmarked in synthetically relevant photocatalytic processes with extreme thermodynamic requirements. Their ability to efficiently catalyze mechanistically opposite oxidative/reductive photoreactions is a unique feature of these organic photocatalysts, thus representing a decisive advance towards generality, sustainability, and cost efficiency in photocatalysis. Abstract : Fantastische zwölf Naphthochromenon‐Photokatalysatoren, die im UV‐ und sichtbaren Bereich absorbieren und sich durch ein breites Redoxfenster (bis zu 3.22 eV) auszeichnen, wurden im Gramm‐Maßstab synthetisiert. Aufgrund ihrer Redox‐Potentiale im angeregten Zustand (PC*/PC .− bis zu 1.65 V und PC .+ /PC* bis zu −1.77 V vs. SCE) können diese Photokatalysatoren für oxidative und reduktive Quenching‐Prozesse verwendet werden.