850130-96-0Relevant academic research and scientific papers
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
Direct Near Infrared Light–Activatable Phthalocyanine Catalysts
Katsurayama, Yoshino,Ikabata, Yasuhiro,Maeda, Hajime,Segi, Masahito,Nakai, Hiromi,Furuyama, Taniyuki
supporting information, (2021/12/22)
The high penetration of near-infrared (NIR) light makes it effective for use in selective reactions under light-shielded conditions, such as in sealed reactors and deep tissues. Herein, we report the development of phthalocyanine catalysts directly activa
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.
Cyanine-based near infra-red organic photoredox catalysis
Baralle, Alexandre,Cormier, Morgan,Goddard, Jean-Philippe,Obah Kosso, Anne Roly,Sellet, Nicolas
, p. 6964 - 6968 (2021/06/02)
Direct metal-free near infra-red photoredox catalysis is applied to organic oxidation, photosensitization and reduction, involving cyanines as photocatalysts. This photocatalyst is competitive with conventional reactions catalyzed under visible light. Kin
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.
Visible-light induced Cross-Dehydrogenative-Coupling (CDC) reactions of N-aryl tetrahydroisoquinolines under aerobic conditions
Lin, Chao,Li, Peiwu,Wang, Lin
supporting information, (2021/05/19)
A visible-light induced cross-dehydrogenative-coupling (CDC) reaction of N-aryl tetrahydroisoquinolines was developed under mild aerobic conditions. This protocol proceeded smoothly with a large range of nucleophiles (nitroalkane, dimethyl phosphite, dimethyl malonate, N-methyl indole, TMSCN) under metal-free conditions and an oxygen atmosphere, forming a new C–C bond. Visible-light played a significant acceleration effect in this reaction.
A LADH-like Zn-MOF as an efficient bifunctional catalyst for cyanosilylation of aldehydes and photocatalytic oxidative carbon–carbon coupling reaction
Chen, Sanping,Gao, Shengli,Li, Feng,Ma, Ren,Wei, Qing,Xia, Zhengqiang,Yang, Qi
, (2021/06/29)
The rational design of component and coordination configuration of active center is critical and useful to the development of multifunctional MOF-based catalysts. Herein, a bifunctional Zn-MOF, Zn-ADBA, constructed by photoactive 4,4’-(9,10-anthracenediyl
Photo-induced sp3 C?H bond arylation, cyanation and nitroalkylation of tetrahydroisoquinolines (THIQs) under visible light irradiation using a combination of NHPI and Rose Bengal
Patil, Mahendra R.,Shah, Jagrut,Kumar, A. Vijay,Kapdi, Anant R.
supporting information, p. 4302 - 4306 (2020/11/30)
This work reports a sustainable protocol for α-arylation of tetrahydroisoquinolines (THIQs) with aryl diazonium salts using a combination of a cheap and stable oxidant, N-hydroxyphthalimide (NHPI), and an inexpensive dye photosensitizer, Rose Bengal (RB),
Efficient aerobic cross-dehydrogenative coupling of tertiary amines over NiGa layered double oxide
Sun, Zhonghua,Xia, Zhenzhen,Wang, Anwei,Wang, Hui,Zhang, Zhong,Zhou, Weiyou,Qian, Junfeng,He, Mingyang
supporting information, (2020/07/30)
An efficient and convenient heterogeneous catalytic system has been developed for the aerobic cross-dehydrogenative coupling over NiGa layered double oxide (Ni3Ga-LDO) without any additives. The results indicated that the catalytic system could
CuMgAl hydrotalcite as an efficient bifunctional catalyst for the cross-dehydrogenative C–C coupling reactions under mild conditions
Zhou, Weiyou,Lu, Wangmingzhu,Wang, Hui,Xia, Zhenzhen,Zhai, Shaoyan,Zhang, Zhong,Ma, Yuanjun,He, Mingyang,Chen, Qun
, (2020/08/24)
CuMgAl layered double hydroxide compounds (CuMgAl-LDHs) have been synthesized, characterized and investigated in the aerobic CDC reactions. The results indicated that NH3·H2O coprecipitated CuMgAl LDH (N-CuMgAl-LDH) was able to effic
