Literature DB >> 33313618

Contemporary methods for generation of aryl radicals.

Nikita Kvasovs1, Vladimir Gevorgyan1.   

Abstract

The synthetic utility of aryl radicals has been established in the last century, however, their broad applications were hampered by ineffective generation methods. It was in the last decade, that a rapid development of various redox systems took place, thus triggering a renaissance of aryl radical chemistry. This tutorial review focuses on the start-of-the-art methods for generation of aryl radicals. Primarily, various light-induced systems, including photoredox catalysis, visible light transition metal catalysis, and chemistry of electron donor-acceptor complexes, are reviewed. The main current precursors of aryl radicals are evaluated together with the selected examples of their modern applications.

Entities:  

Year:  2021        PMID: 33313618      PMCID: PMC7920999          DOI: 10.1039/d0cs00589d

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  35 in total

1.  Organic Photoredox Catalysis.

Authors:  Nathan A Romero; David A Nicewicz
Journal:  Chem Rev       Date:  2016-06-10       Impact factor: 60.622

2.  Transition-Metal- and Light-Free Directed Amination of Remote Unactivated C(sp3)-H Bonds of Alcohols.

Authors:  Daria Kurandina; Dongari Yadagiri; Mónica Rivas; Aleksei Kavun; Padon Chuentragool; Keiichi Hayama; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2019-05-08       Impact factor: 15.419

3.  Synthetic applications of arylboronic acid via an aryl radical transfer pathway.

Authors:  Guobing Yan; Minghua Yang; Xiangmei Wu
Journal:  Org Biomol Chem       Date:  2013-12-14       Impact factor: 3.876

4.  Photoinduced Aminocarbonylation of Aryl Iodides.

Authors:  Takuji Kawamoto; Aoi Sato; Ilhyong Ryu
Journal:  Chemistry       Date:  2015-09-01       Impact factor: 5.236

5.  Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates.

Authors:  Maxim Ratushnyy; Nikita Kvasovs; Sumon Sarkar; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-06       Impact factor: 15.336

6.  Reductive Electrophotocatalysis: Merging Electricity and Light To Achieve Extreme Reduction Potentials.

Authors:  Hyunwoo Kim; Hyungjun Kim; Tristan H Lambert; Song Lin
Journal:  J Am Chem Soc       Date:  2020-01-17       Impact factor: 15.419

7.  Generation of Aryl Radicals through Reduction of Hypervalent Iodine(III) Compounds with TEMPONa: Radical Alkene Oxyarylation.

Authors:  Marcel Hartmann; Yi Li; Christian Mück-Lichtenfeld; Armido Studer
Journal:  Chemistry       Date:  2016-02-02       Impact factor: 5.236

8.  Iodine(III) Reagents in Radical Chemistry.

Authors:  Xi Wang; Armido Studer
Journal:  Acc Chem Res       Date:  2017-06-21       Impact factor: 22.384

9.  Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals.

Authors:  L Candish; M Freitag; T Gensch; F Glorius
Journal:  Chem Sci       Date:  2017-02-27       Impact factor: 9.825

10.  A dual light-driven palladium catalyst: Breaking the barriers in carbonylation reactions.

Authors:  Gerardo M Torres; Yi Liu; Bruce A Arndtsen
Journal:  Science       Date:  2020-04-17       Impact factor: 47.728

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  7 in total

1.  A general electron donor-acceptor complex for photoactivation of arenes via thianthrenation.

Authors:  Kai Sun; Anzai Shi; Yan Liu; Xiaolan Chen; Panjie Xiang; Xiaotong Wang; Lingbo Qu; Bing Yu
Journal:  Chem Sci       Date:  2022-04-14       Impact factor: 9.969

Review 2.  Visible Light-Induced Transition Metal Catalysis.

Authors:  Kelvin Pak Shing Cheung; Sumon Sarkar; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2021-10-08       Impact factor: 72.087

3.  Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts.

Authors:  Marion Till; Verena Streitferdt; Daniel J Scott; Michael Mende; Ruth M Gschwind; Robert Wolf
Journal:  Chem Commun (Camb)       Date:  2022-01-25       Impact factor: 6.222

4.  Diaryliodonium salts facilitate metal-free mechanoredox free radical polymerizations.

Authors:  Sarah M Zeitler; Progyateg Chakma; Matthew R Golder
Journal:  Chem Sci       Date:  2022-03-16       Impact factor: 9.825

5.  Visible Light-Driven, Gold(I)-Catalyzed Preparation of Symmetrical (Hetero)biaryls by Homocoupling of Arylazo Sulfones.

Authors:  Lorenzo Di Terlizzi; Simone Scaringi; Carlotta Raviola; Riccardo Pedrazzani; Marco Bandini; Maurizio Fagnoni; Stefano Protti
Journal:  J Org Chem       Date:  2022-03-22       Impact factor: 4.354

Review 6.  Visible-Light Photocatalytic Reduction of Aryl Halides as a Source of Aryl Radicals.

Authors:  Jihong Lan; Rongxiang Chen; Fangfang Duo; Menghui Hu; Xiaoyan Lu
Journal:  Molecules       Date:  2022-08-23       Impact factor: 4.927

7.  Cathodic Radical Cyclisation of Aryl Halides Using a Strongly-Reducing Catalytic Mediator in Flow.

Authors:  Ana A Folgueiras-Amador; Alexander E Teuten; Mateo Salam-Perez; James E Pearce; Guy Denuault; Derek Pletcher; Philip J Parsons; David C Harrowven; Richard C D Brown
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-18       Impact factor: 16.823

  7 in total

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