ArticleChemical science2019
Mechanochemistry allows carrying out sensitive organometallic reactions in air: glove-box-and-Schlenk-line-free synthesis of oxidative addition complexes from aryl halides and palladium(0).
Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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17 citing papers in PubMed, 108 citations in OpenAlex.
- Mechanochemistry Meets Catalysis: Metal Complexes for Greener Organic Transformations.Angewandte Chemie (International ed. in English) · 2026Review
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- Mechanochemistry for Organic and Inorganic Synthesis.ACS organic & inorganic Au · 2024Review
- Solid-state mechanochemistry for the rapid and efficient synthesis of tris-cyclometalated iridium(iii) complexes.Chemical science · 2024Article
- Direct mechanocatalysis by resonant acoustic mixing (RAM).Chemical science · 2023Article
- From Inert to Catalytically Active Milling Media: Galvanostatic Coating for Direct Mechanocatalysis.Angewandte Chemie (International ed. in English) · 2022Article
- Mechanical Activation of Zero-Valent Metal Reductants for Nickel-Catalyzed Cross-Electrophile Coupling.ACS catalysis · 2022Article
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- The Direct Mechanocatalytic Suzuki-Miyaura Reaction of Small Organic Molecules.Angewandte Chemie (International ed. in English) · 2022Article
- Mechanochemical Organocatalysis: Do High Enantioselectivities Contradict What We Might Expect?ChemSusChem · 2022Review
- Synthesis of Biologically Relevant 1,2,3- and 1,3,4-Triazoles: From Classical Pathway to Green Chemistry.Molecules (Basel, Switzerland) · 2021Review
- Mechanoredox Chemistry as an Emerging Strategy in Synthesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Mechanochemical Solvent-Free Catalytic C-H Methylation.Angewandte Chemie (International ed. in English) · 2021Article
- A Recyclable, Metal-Free Mechanochemical Approach for the Oxidation of Alcohols to Carboxylic Acids.Molecules (Basel, Switzerland) · 2020Article
- N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling.ChemSusChem · 2020Article
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Authors and funding
3 authors at 1 institution in 3 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Organic reactions that employ moisture- and/or oxygen-sensitive reagents or intermediates usually involve the use of glove-box or Schlenk-line techniques as well as dry and degassed solvents. Unfortunately, these requirements may greatly reduce the utility of the targeted organic molecules. Herein, we demonstrate that solvent-free mechanochemical synthetic techniques allow using highly oxygen-sensitive palladium(0) species in air for the stoichiometric oxidative addition of aryl halides. The low diffusion efficiency of gaseous oxygen in crystalline or amorphous solid-state reaction mixtures should be the main reason for the low impact of the presence of atmospheric oxygen on the sensitive oxidative addition reactions under the applied conditions. This study thus illustrates the outstanding potential of mechanochemistry to serve as an operationally simple, glove-box-and-Schlenk-line-free synthetic route to organometallic compounds and other valuable synthetic targets, even when sensitive reagents or intermediates are involved.
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