Ullmann homocoupling of arenediazonium salts in a deep eutectic solvent. Synthetic and mechanistic aspects

Giovanni Ghigo; Matteo Bonomo; Achille Antenucci; Alessandro Damin; Stefano Dughera

doi:10.1039/d2ra05272e

Ullmann homocoupling of arenediazonium salts in a deep eutectic solvent. Synthetic and mechanistic aspects

RSC Adv. 2022 Sep 20;12(41):26640-26647. doi: 10.1039/d2ra05272e. eCollection 2022 Sep 16.

Authors

Giovanni Ghigo¹, Matteo Bonomo^{1

2}, Achille Antenucci¹, Alessandro Damin^{1

2}, Stefano Dughera¹

Affiliations

¹ Department of Chemistry, University of Turin Via Pietro Giuria 7 10125 Turin Italy giovanni.ghigo@unito.it matteo.bonomo@unito.it stefano.dughera@unito.it.
² NIS Interdepartmental Centre and INSTM Reference Centre, University of Turin Via Gioacchino Quarello 15/a 10125 Turin Italy.

Abstract

A deep eutectic solvent (DES) based on glycerol and KF is successfully exploited as a solvent medium in Ullmann homocoupling of arenediazonium salts. The reactions were carried out in mild conditions and target products were obtained in fairly good yields. A computational study is presented aiming to understand the reaction mechanism and Raman spectroscopy is employed as an experimental tool to support it.