1229035-73-7Relevant academic research and scientific papers
Halogen bonding matters: Visible light-induced photoredox catalyst-free aryl radical formation and its applications
Fang, Yu.,Liu, Fengyi,Ma, Jiani,Miao, Rong,Wang, Dan,Xiao, Jianliang,Xue, Dong
, p. 10212 - 10218 (2020/06/30)
Photo-involving aryl halide activation plays a pivotal role in organic synthesis and materials science. Revealing the mechanism and understanding the photophysical and photochemical processes in the activation is of great importance. Here, we found that a
UVA- and Visible-Light-Mediated Generation of Carbon Radicals from Organochlorides Using Nonmetal Photocatalyst
Matsubara, Ryosuke,Yabuta, Tatsushi,Md Idros, Ubaidah,Hayashi, Masahiko,Ema, Fumitoshi,Kobori, Yasuhiro,Sakata, Ken
, p. 9381 - 9390 (2018/07/25)
Carbon radicals are reactive species useful in various organic transformations. The C-X bond cleavage of organohalides by photoirradiation is a common method to generate carbon radicals in a controlled fashion. The use of organochloride substrates is still a formidable challenge due to the low reduction potential and the high dissociation energy of the C-Cl bond. In this report, we address these issues by using a nonmetal organic molecule with a relatively simple structure as a photocatalyst. In this catalyst (bis(dimethylamino)carbazole), the amino groups increase both the HOMO and LUMO energy levels, especially in the former. As a result, compared to the parent molecule, the new catalyst shows experimentally red-shifted absorption in the visible region and forms an excited state with better reducing capability. This photocatalyst was used in the reduction of unactivated aryl chlorides and alkyl chlorides in the presence of hydrogen atom donor at room temperature. The catalytic system can also be applied to the coupling of aryl chlorides with electron-rich arene and heteroarenes to affect the C-C bond-forming reactions. Our mechanistic study results support the assumption that carbon radicals are formed from the organochlorides via a single-electron-transfer step.
Visible light catalysis method for dehalogenation of aryl halide without need of photooxidation reduction catalyst
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Paragraph 0057; 0063; 0062, (2018/06/16)
The invention discloses a visible light catalysis method for dehalogenation of aryl halide without the need of a photooxidation reduction catalyst, and belongs to the technical field of visible lightcatalysis organic synthesis. The method comprises the following steps that firstly, the aryl halide is weighed and placed in a reaction vessel, and a solvent is added; secondly, the reaction vessel isfilled with nitrogen for oxygen removal for 0-50 minutes, and alkali is added during the oxygen removal period; thirdly, the reaction vessel is sealed and placed over a light emitting diode with thewavelength of 400-500 nm and the power of 0.5-30 W for irradiation, and reacting is conducted for 3-48 hours at room temperature under the condition of stirring and then finished. By means of the method, the photooxidation reduction catalyst which is high in price or complex in synthesis is not needed, reacting can be achieved under the condition of the room temperature or under a mild condition,a reaction substrate is high in adaptability, and the reaction yield is high.
Room-temperature arylation of arenes and heteroarenes with diaryliodonium salts by photoredox catalysis
Liu, Yu-Xia,Xue, Dong,Wang, Jia-Di,Zhao, Cong-Jun,Zou, Qing-Zhu,Wang, Chao,Xiao, Jianliang
supporting information, p. 507 - 513 (2013/04/10)
Aryl radicals produced by irradiation of diaryliodonium salts with visible light under the catalysis of [Ru(bpy)3]2+ undergo coupling with a wide range of arenes and heteroarenes, affording various biaryls through direct C-H arylation at room temperature. Georg Thieme Verlag Stuttgart · New York.
Self-sorting self-complementary assemblies of π-conjugated acyclic anion receptors
Maeda, Hiromitsu,Kinoshita, Kota,Naritani, Kazumasa,Bando, Yuya
, p. 8241 - 8243 (2011/09/16)
Pyrrole-based π-conjugated anion-responsive molecules bearing an anionic moiety form self-complementary dimers, which exhibit self-sorting behaviours depending on the substituted positions of anionic sites.
Iron-mediated direct suzuki-miyaura reaction: A new method for the ortho -arylation of pyrrole and pyridine
Wen, Jun,Qin, Song,Ma, Li-Fang,Dong, Liang,Zhang, Ji,Liu, Shan-Shan,Duan, Yi-Shu,Chen, Shan-Yong,Hu, Chang-Wei,Yu, Xiao-Qi
supporting information; experimental part, p. 2694 - 2697 (2010/09/03)
(Figure presented) The first example of an iron-mediated direct Suzuki-Miyaura reaction between N-heterocyclic compounds and arylboronic acids is described, and both electron-rich and electron-deficient heteroarenes can be successfully used for the coupling reaction.
