Literature DB >> 31050114

meta-Selective C-H Activation of Arenes at Room Temperature Using Visible Light: Dual-Function Ruthenium Catalysis.

Arunachalam Sagadevan1, Michael F Greaney1.   

Abstract

Ruthenium-catalyzed meta-C-H activation of arenes at room temperature is reported to proceed under blue-light irradiation. A variety of heteroarenes are compatible with this photochemical process, which leads to the corresponding meta C-C coupling products in good to very good yields. Initial mechanistic studies suggest a single-electron transfer process occurs between a photoexcited RuII -cyclometalated complex and alkyl halides, enabling meta-C-H functionalization reaction via carbon-centered radicals.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−H activation; arenes; photochemistry; radicals; ruthenium

Year:  2019        PMID: 31050114     DOI: 10.1002/anie.201904288

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  15 in total

1.  C-H activation by immobilized heterogeneous photocatalysts.

Authors:  Isaac Choi; Julia Struwe; Lutz Ackermann
Journal:  Photochem Photobiol Sci       Date:  2021-11-16       Impact factor: 3.982

2.  Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.

Authors:  Jin Zhu; Yidong Wang; Aaron D Charlack; Yi-Ming Wang
Journal:  J Am Chem Soc       Date:  2022-08-17       Impact factor: 16.383

3.  Photo-Induced Ruthenium-Catalyzed C-H Benzylations and Allylations at Room Temperature.

Authors:  Julia Struwe; Korkit Korvorapun; Agnese Zangarelli; Lutz Ackermann
Journal:  Chemistry       Date:  2021-10-05       Impact factor: 5.020

4.  Site-selective coupling of remote C(sp3)-H/meta-C(sp2)-H bonds enabled by Ru/photoredox dual catalysis and mechanistic studies.

Authors:  Hong-Chao Liu; Xiangtao Kong; Xiao-Ping Gong; Yuke Li; Zhi-Jie Niu; Xue-Ya Gou; Xue-Song Li; Yu-Zhao Wang; Wei-Yu Shi; Yan-Chong Huang; Xue-Yuan Liu; Yong-Min Liang
Journal:  Chem Sci       Date:  2022-04-12       Impact factor: 9.969

Review 5.  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

Review 6.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

7.  Photo-Induced Ruthenium-Catalyzed C-H Arylations at Ambient Temperature.

Authors:  Korkit Korvorapun; Julia Struwe; Rositha Kuniyil; Agnese Zangarelli; Anna Casnati; Marjo Waeterschoot; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-17       Impact factor: 15.336

Review 8.  When metal-catalyzed C-H functionalization meets visible-light photocatalysis.

Authors:  Lucas Guillemard; Joanna Wencel-Delord
Journal:  Beilstein J Org Chem       Date:  2020-07-21       Impact factor: 2.883

9.  Regiodivergent C-H and Decarboxylative C-C Alkylation by Ruthenium Catalysis: ortho versus meta Position-Selectivity.

Authors:  Korkit Korvorapun; Marc Moselage; Julia Struwe; Torben Rogge; Antonis M Messinis; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-25       Impact factor: 16.823

10.  Recyclable Ruthenium Catalyst for Distal meta-C-H Activation.

Authors:  Isaac Choi; Valentin Müller; Yanhui Wang; Kai Xue; Rositha Kuniyil; Loren B Andreas; Volker Karius; Johan G Alauzun; Lutz Ackermann
Journal:  Chemistry       Date:  2020-10-22       Impact factor: 5.236

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