Literature DB >> 29566297

Visible-Light-Induced Nickel-Catalyzed Negishi Cross-Couplings by Exogenous-Photosensitizer-Free Photocatalysis.

Irini Abdiaj1, Alberto Fontana1, M Victoria Gomez2, Antonio de la Hoz2, Jesús Alcázar1.   

Abstract

The merging of photoredox and transition-metal catalysis has become one of the most attractive approaches for carbon-carbon bond formation. Such reactions require the use of two organo-transition-metal species, one of which acts as a photosensitizer and the other one as a cross-coupling catalyst. We report herein an exogenous-photosensitizer-free photocatalytic process for the formation of carbon-carbon bonds by direct acceleration of the well-known nickel-catalyzed Negishi cross-coupling that is based on the use of two naturally abundant metals. This finding will open new avenues in cross-coupling chemistry that involve the direct visible-light absorption of organometallic catalytic complexes.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C(sp3)−C(sp2) coupling; Negishi coupling; flow chemistry; photocatalysis; visible light

Year:  2018        PMID: 29566297     DOI: 10.1002/anie.201802656

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


  9 in total

Review 1.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

2.  Organometallic catalysis under visible light activation: benefits and preliminary rationales.

Authors:  Omar Sadek; Mehdi Abdellaoui; Alexandre Millanvois; Cyril Ollivier; Louis Fensterbank
Journal:  Photochem Photobiol Sci       Date:  2022-02-26       Impact factor: 3.982

3.  Mechanisms, Challenges, and Opportunities of Dual Ni/Photoredox-Catalyzed C(sp2)-C(sp3) Cross-Couplings.

Authors:  Mingbin Yuan; Osvaldo Gutierrez
Journal:  Wiley Interdiscip Rev Comput Mol Sci       Date:  2021-09-21

Review 4.  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

5.  Synthetic and Mechanistic Implications of Chlorine Photoelimination in Nickel/Photoredox C(sp3)-H Cross-Coupling.

Authors:  Stavros K Kariofillis; Abigail G Doyle
Journal:  Acc Chem Res       Date:  2021-01-29       Impact factor: 22.384

6.  Visible-Light-Promoted Iron-Catalyzed C(sp2 )-C(sp3 ) Kumada Cross-Coupling in Flow.

Authors:  Xiao-Jing Wei; Irini Abdiaj; Carlo Sambiagio; Chenfei Li; Eli Zysman-Colman; Jesús Alcázar; Timothy Noël
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-11       Impact factor: 15.336

Review 7.  Flow Photochemistry as a Tool in Organic Synthesis.

Authors:  Thomas H Rehm
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236

8.  Ligand-field transition-induced C-S bond formation from nickelacycles.

Authors:  Jeongcheol Shin; Jiseon Lee; Jong-Min Suh; Kiyoung Park
Journal:  Chem Sci       Date:  2021-11-10       Impact factor: 9.825

9.  Insights Into the Micelle-Induced β-Hairpin-to-α-Helix Transition of a LytA-Derived Peptide by Photo-CIDNP Spectroscopy.

Authors:  M Victoria Gomez; Margarita Ruiz-Castañeda; Philipp Nitschke; Ruth M Gschwind; M Angeles Jiménez
Journal:  Int J Mol Sci       Date:  2021-06-22       Impact factor: 5.923

  9 in total

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