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Literature DB >> 27510269

Metal-free reductive coupling of C[double bond, length as m-dash]O and C[double bond, length as m-dash]N bonds driven by visible light: use of perylene as a simple photoredox catalyst.

Shusuke Okamoto¹, Keita Kojiyama, Hiroki Tsujioka, Atsushi Sudo.

Abstract

Perylene, a simple polycyclic aromatic hydrocarbon, was used as a photoredox catalyst to enable the reductive coupling reaction of aromatic aldehydes, ketones, and an imine under visible-light irradiation using a white LED.

Entities: Chemical

Year: 2016 PMID： 27510269 DOI： 10.1039/c6cc05867a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

8 in total

1. 2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines.

Authors: Steven J Malcolmson; Kangnan Li; Xinxin Shao
Journal: Synlett Date: 2019-03-26 Impact factor: 2.454

Review 2. Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors: Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal: Chem Rev Date: 2021-11-23 Impact factor: 60.622

8. Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron.

Authors: Masamichi Yasui; Kengo Hanaya; Takeshi Sugai; Shuhei Higashibayashi
Journal: RSC Adv Date: 2021-07-14 Impact factor: 4.036

8 in total

Metal-free reductive coupling of C[double bond, length as m-dash]O and C[double bond, length as m-dash]N bonds driven by visible light: use of perylene as a simple photoredox catalyst.

1. 2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines.

Review 2. Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

3. Laboratory-scale photoredox catalysis using hydrated electrons sustainably generated with a single green laser.

4. Distinctive reactivity of N-benzylidene-[1,1'-biphenyl]-2-amines under photoredox conditions.

5. Luminescent tungsten(vi) complexes as photocatalysts for light-driven C-C and C-B bond formation reactions.

6. Dual cobalt-copper light-driven catalytic reduction of aldehydes and aromatic ketones in aqueous media.

7. BN-Embedded Perylenes.

8. Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron.