scholarly journals Photocatalytic redox-neutral hydroxyalkylation of N-heteroaromatics with aldehydes

2020 ◽  
Vol 11 (44) ◽  
pp. 12206-12211 ◽  
Author(s):  
Hiromu Fuse ◽  
Hiroyasu Nakao ◽  
Yutaka Saga ◽  
Arisa Fukatsu ◽  
Mio Kondo ◽  
...  
Keyword(s):  
Catalyst System ◽  
Hybrid Catalyst ◽  
Thiophosphoric Acid

Hydroxyalkylation of N-heteroaromatics with aldehydes was achieved using a binary hybrid catalyst system comprising an acridinium photoredox catalyst and a thiophosphoric acid organocatalyst.

Selective Synthesis of Ethylene from Synthesis Gas over Hybrid Catalyst System

1986 ◽  
Vol 15 (8) ◽  
pp. 1341-1342 ◽  
Author(s):  
Hironori Arakawa ◽  
Yoshimichi Kiyozumi ◽  
Kunio Suzuki ◽  
Kazuhiko Takeuchi ◽  
Takehiko Matsuzaki ◽  
...  
Keyword(s):  
Synthesis Gas ◽  
Catalyst System ◽  
Selective Synthesis ◽  
Hybrid Catalyst

Acceptorless Dehydrogenation of Hydrocarbons by Noble-Metal-Free Hybrid Catalyst System

2018 ◽  
Vol 20 (7) ◽  
pp. 2042-2045 ◽  
Author(s):  
Hiromu Fuse ◽  
Masahiro Kojima ◽  
Harunobu Mitsunuma ◽  
Motomu Kanai
Keyword(s):  
Noble Metal ◽  
Catalyst System ◽  
Hybrid Catalyst ◽  
Metal Free

Photocatalytic H2 production on hybrid catalyst system composed of inorganic semiconductor and cobaloximes catalysts

2011 ◽  
Vol 281 (2) ◽  
pp. 318-324 ◽  
Author(s):  
Fuyu Wen ◽  
Jinhui Yang ◽  
Xu Zong ◽  
Baojun Ma ◽  
Donge Wang ◽  
...  
Keyword(s):  
Catalyst System ◽  
H2 Production ◽  
Hybrid Catalyst ◽  
Inorganic Semiconductor

scholarly journals A Bond-Weakening Borinate Catalyst that Improves the Scope of the Photoredox α-C–H Alkylation of Alcohols

Synthesis ◽  
2020 ◽  
Vol 52 (15) ◽  
pp. 2171-2189
Author(s):  
Kounosuke Oisaki ◽  
Motomu Kanai ◽  
Kentaro Sakai
Keyword(s):  
Hydrogen Atom ◽  
Visible Light ◽  
Organic Synthesis ◽  
Hydroxy Group ◽  
Functional Group ◽  
Chemical Yield ◽  
Catalyst System ◽  
Hydrogen Atom Transfer ◽  
Hybrid Catalyst ◽  
Site Selective

The development of catalyst-controlled, site-selective C(sp3)–H functionalization reactions is currently a major challenge in organic synthesis. In this paper, a novel bond-weakening catalyst that recognizes the hydroxy group of alcohols through formation of a borate is described. An electron-deficient borinic acid–ethanolamine complex enhances the chemical yield of the α-C–H alkylation of alcohols when used in conjunction with a photoredox catalyst and a hydrogen atom transfer catalyst under irradiation with visible light. This ternary hybrid catalyst system can, for example, be applied to functional-group-enriched­ peptides.

scholarly journals Photocatalytic N-Heteroarylation of Aldehydes via Formyl C‒ H Activation

2020 ◽  
Author(s):  
Hiromu Fuse ◽  
Harunobu Mitsunuma ◽  
Motomu Kanai
Keyword(s):  
Secondary Alcohol ◽  
Acid Catalyst ◽  
Catalyst System ◽  
Hydrogen Atom Transfer ◽  
Single Electron ◽  
Thiyl Radical ◽  
Thiophosphoric Acid ◽  
Wide Range ◽  
Acyl Radicals ◽  
Spin Center

A formal C‒H addition of N-heteroaromatics to aldehydes<br>was achieved using a binary hybrid catalyst system comprising an acridinium photoredox catalyst and a thiophosphoric acid organocatalyst. The reaction proceeded through the following sequence: 1) photoredox-catalyzed single-electron oxidation of a thiophosphoric acid catalyst to generate a thiyl radical, 2) cleavage of the formyl C‒H bond of the aldehyde substrates by a thiyl radical acting as a hydrogen atom transfer catalyst to generate acyl radicals, 3) Minisci-type addition of the resulting acyl radicals to N-heteroaromatics, and 4) a spin-center shift, photoredox-catalyzed single-electron reduction, and protonation to produce secondary alcohol products. This metal-free hybrid catalysis proceeded under mild conditions for a wide range of substrates, including isoquinolines, quinolines, and pyridines as N-heteroaromatics, as well as both aromatic and aliphatic aldehydes, and tolerated various functional groups. The reaction was applicable to late-stage derivatization of drugs and their leads.

scholarly journals Photocatalytic N-Heteroarylation of Aldehydes via Formyl C‒ H Activation

2020 ◽  
Author(s):  
Hiromu Fuse ◽  
Harunobu Mitsunuma ◽  
Motomu Kanai
Keyword(s):  
Secondary Alcohol ◽  
Acid Catalyst ◽  
Catalyst System ◽  
Hydrogen Atom Transfer ◽  
Single Electron ◽  
Thiyl Radical ◽  
Thiophosphoric Acid ◽  
Wide Range ◽  
Acyl Radicals ◽  
Spin Center

A formal C‒H addition of N-heteroaromatics to aldehydes<br>was achieved using a binary hybrid catalyst system comprising an acridinium photoredox catalyst and a thiophosphoric acid organocatalyst. The reaction proceeded through the following sequence: 1) photoredox-catalyzed single-electron oxidation of a thiophosphoric acid catalyst to generate a thiyl radical, 2) cleavage of the formyl C‒H bond of the aldehyde substrates by a thiyl radical acting as a hydrogen atom transfer catalyst to generate acyl radicals, 3) Minisci-type addition of the resulting acyl radicals to N-heteroaromatics, and 4) a spin-center shift, photoredox-catalyzed single-electron reduction, and protonation to produce secondary alcohol products. This metal-free hybrid catalysis proceeded under mild conditions for a wide range of substrates, including isoquinolines, quinolines, and pyridines as N-heteroaromatics, as well as both aromatic and aliphatic aldehydes, and tolerated various functional groups. The reaction was applicable to late-stage derivatization of drugs and their leads.

A novel hybrid catalyst system and its effects on the curing, thermal, and dielectric properties of cyanate ester

2011 ◽  
Vol 51 (11) ◽  
pp. 2236-2244 ◽  
Author(s):  
Shankai Dai ◽  
Dongxian Zhuo ◽  
Aijuan Gu ◽  
Guozheng Liang ◽  
Li Yuan
Keyword(s):  
Dielectric Properties ◽  
Catalyst System ◽  
Cyanate Ester ◽  
Hybrid Catalyst

Bioinspired Complex-Nanoparticle Hybrid Catalyst System for Aqueous Perchlorate Reduction: Rhenium Speciation and Its Influence on Catalyst Activity

ACS Catalysis ◽  
2014 ◽  
Vol 5 (2) ◽  
pp. 511-522 ◽  
Author(s):  
Jinyong Liu ◽  
Jong Kwon Choe ◽  
Yin Wang ◽  
John R. Shapley ◽  
Charles J. Werth ◽  
...  
Keyword(s):  
Catalyst Activity ◽  
Catalyst System ◽  
Hybrid Catalyst ◽  
Perchlorate Reduction

scholarly journals Sequential Conia-ene-type cyclization and Negishi coupling by cooperative functions of B(C6F5)3, ZnI2, Pd(PPh3)4 and an amine

2020 ◽  
Vol 18 (36) ◽  
pp. 7090-7093
Author(s):  
Min Cao ◽  
Ahmet Yesilcimen ◽  
Soumil Prasad ◽  
Jason Genova ◽  
Tanner Myers ◽  
...  
Keyword(s):  
Catalyst System ◽  
Hybrid Catalyst ◽  
Negishi Coupling ◽  
Aryl Iodides

A hybrid catalyst system for sequential Conia-ene-type cyclization/Negishi coupling for union of alkynyl ketones and aryl iodides has been developed.

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