850130-96-0Relevant articles and documents
The central role of the metal ion for photoactivity: Zn-vs.Ni-Mabiq
Block, Matthias,Derondeau, Henrieta,Esezobor, Oaikhena Z.,Hauer, Jürgen,Hess, Corinna R.,Jandl, Christian,Kaila, Ville R. I.,Lauenstein, Raphael,Mader, Sophie L.,R?mer, Armin J.,Riedle, Eberhard,Thyrhaug, Erling
, p. 7521 - 7532 (2021)
Photoredox catalysts are integral components of artificial photosystems, and have recently emerged as powerful tools for catalysing numerous organic reactions. However, the development of inexpensive and efficient earth-abundant photoredox catalysts remai
Cross-dehydrogenative Coupling of N-Aryl Tetrahydroisoquinolines Catalyzed by an Anthraquinone-containing Polymeric Photosensitizer
Wang, Fei,Yu, Dan,Chen, Yang,Sun, Jing,Wang, Jing-Yun,Zhou, Ming-Dong
supporting information, p. 4087 - 4094 (2021/11/09)
This work reports the photocatalytic application of an anthraquinone-containing polymeric photosensitizer (AQ-PHEMA) in the visible light-induced cross-dehydrogenative-coupling of N-aryl tetrahydroisoquinolines with several nucleophiles, including nitromethane, 1-methyl-2-alkyl ketone and dialkyl (aryl) phosphine oxide. The results revealed that the reaction could be catalyzed by AQ-PHEMA efficiently to afford a series of 1-substituted-2-aryl-1,2,3,4-tetrahydroisoquinolines in good to excellent yields with nice substrate tolerance under aerobic conditions at room temperature. The practical application potential was also showcased by a gram-scale synthesis. More importantly, the utilization of AQ-PHEMA as a heterogeneous photosensitizer also showed nice recyclability and reusability of the catalyst, whereas AQ-PHEMA can be easily separated and reused for at least 8 times without significant loss of photocatalytic activity.
Flowers of the plant genusHypericumas versatile photoredox catalysts
Wang, Jun-Jie,Schwedtmann, Kai,Liu, Kun,Schulz, Stephen,Haberstroh, Jan,Schaper, Gerrit,Wenke, Anja,Naumann, Julia,Wenke, Torsten,Wanke, Stefan,Weigand, Jan J.
supporting information, p. 881 - 888 (2021/02/09)
Photoredox catalysis is a powerful and modern strategy for the synthesis of complex organic molecules. So far, this field has relied on the use of a limited range of metal-based chromophores or artificial organic dyes. Here, we show that the ubiquitous plant genusHypericumcan be used as an efficient photoredox catalyst. The dried flowers efficiently catalyze two typical photoredox reactions, a photoreduction and a photooxidation reaction, with a versatile substrate scope. Constitution analysis of the worldwide available plant genus indicated that naphthodianthrones, namely the compounds of the hypericin family, are crucial for the photocatalytic activity of the dried plant material.In situUV-vis spectroelectrochemical methods provide insights into the mechanism of the photoreduction reaction where the radical dianion of hypericin (Hyp˙2?) is the catalytically active species. Our strategy provides a sustainable, efficient and an easy to handle alternative for a variety of visible light induced photocatalytic reactions.