A Glycerol-Based Deep Eutectic Solvent as Natural Medium and Organic Reductant for Homocoupling of (Hetero)Aryl Chlorides: a Green Route to 2,2’-Bipyridine and Biaryl Scaffolds

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Abstract

A glycerol-based Deep Eutectic Solvent (DES) enables the Pd-catalyzed activation of (hetero)arylchlorides and promotes the formation of 2,2’-bipiyridines and biaryls through an Ullmann-type homocoupling in smooth experimental conditions (80 °C) with Ca(OH)2 as a green base and Pd/C as heterogeneous catalyst. Noteworthy, the coupling does not need the addition of external reducing agents, like metals, since the glycerol present in the DES acts as a safe and green organic reductant. The heterogeneous catalytic system (DES-Pd/C) showed to be easily recyclable and has been applied to the sustainable synthesis of the Abametapir drug.

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Paparella, A. N., Messa, F., Dilauro, G., Troisi, L., Perrone, S., & Salomone, A. (2022). A Glycerol-Based Deep Eutectic Solvent as Natural Medium and Organic Reductant for Homocoupling of (Hetero)Aryl Chlorides: a Green Route to 2,2’-Bipyridine and Biaryl Scaffolds. ChemistrySelect, 7(37). https://doi.org/10.1002/slct.202203438

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