SCHOLARLY PUBLICATION ✓ Open Access

Ruthenium-Catalyzed Meta Sulfonation of 2-Phenylpyridines

Ourida Saidi, Jameel A. Marafie, Araminta E. W. Ledger, Po Man Liu, Mary F. Mahon, Gabriele I. Kociok-Köhn, Michael K. Whittlesey, Christopher G. Frost

📖 Journal of the American Chemical Society → 📅 2011-11-02 🔗 DOI: 10.1021/ja208286b

View Journal Profile → ⬇ Download PDF View Official Paper ↗

📄 Abstract

A selective catalytic meta sulfonation of 2-phenylpyridines was found to occur in the presence of (arene)ruthenium(II) complexes upon reaction with sulfonyl chlorides. The 2-pyridyl group facilitates the formation of a stable Ru-C(aryl) σ bond that induces a strong para-directing effect. Electrophilic aromatic substitution proceeds with the sulfonyl chloride to furnish a sulfone at the position meta to the chelating group. This new catalytic process offers access to atypical regioselectivity for reactions involving chelation-assisted cyclometalation.

📄 Abstract

📤 Share this page

🔬 Related Research Papers

Side-Chain Tunability of Furan-Containing Low-Band-Gap Polymers Provides Control of Structural Order in Efficient Solar Cells

Large-Scale Synthesis of Single-Crystalline Iron Oxide Magnetic Nanorings

Using High-Entropy Configuration Strategy to Design Na-Ion Layered Oxide Cathodes with Superior Electrochemical Performance and Thermal Stability

Integrating Suitable Linkage of Covalent Organic Frameworks into Covalently Bridged Inorganic/Organic Hybrids toward Efficient Photocatalysis

Tuning Molecular Interactions for Highly Reproducible and Efficient Formamidinium Perovskite Solar Cells via Adduct Approach

Three-Bladed Rylene Propellers with Three-Dimensional Network Assembly for Organic Electronics

A Naphthodithiophene-Diketopyrrolopyrrole Donor Molecule for Efficient Solution-Processed Solar Cells

Back Electron–Hole Recombination in Hematite Photoanodes for Water Splitting

Near-Infrared Luminescent Lanthanide MOF Barcodes

Metal Supported on Dendronized Magnetic Nanoparticles: Highly Selective Hydroformylation Catalysts

Boron Carbon Nitride Nanostructures from Salt Melts: Tunable Water-Soluble Phosphors

Amorphous Precursors in the Nucleation of Clathrate Hydrates