Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures

Deep Eutectic Solvent (DES)-like mixtures, based on glycerol and different halide organic and inorganic salts, are successfully exploited as new media in copper-free halodediazoniation of arenediazonium salts. The reactions are carried out in absence of metal-based catalysts, at room temperature and...

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Main Authors: Giovanni Ghigo, Matteo Bonomo, Achille Antenucci, Chiara Reviglio, Stefano Dughera
Format: Article
Language:English
Published: MDPI AG 2022-03-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/6/1909
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author Giovanni Ghigo
Matteo Bonomo
Achille Antenucci
Chiara Reviglio
Stefano Dughera
author_facet Giovanni Ghigo
Matteo Bonomo
Achille Antenucci
Chiara Reviglio
Stefano Dughera
author_sort Giovanni Ghigo
collection DOAJ
description Deep Eutectic Solvent (DES)-like mixtures, based on glycerol and different halide organic and inorganic salts, are successfully exploited as new media in copper-free halodediazoniation of arenediazonium salts. The reactions are carried out in absence of metal-based catalysts, at room temperature and in a short time. Pure target products are obtained without the need for chromatographic separation. The solvents are fully characterized, and a computational study is presented aiming to understand the reaction mechanism.
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spelling doaj.art-105d37c64b2e4eb9b2daf61aa335d4772023-11-30T21:43:06ZengMDPI AGMolecules1420-30492022-03-01276190910.3390/molecules27061909Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like MixturesGiovanni Ghigo0Matteo Bonomo1Achille Antenucci2Chiara Reviglio3Stefano Dughera4Department of Chemistry, University of Turin, Via Pietro Giuria 7, 10125 Turin, ItalyDepartment of Chemistry, University of Turin, Via Pietro Giuria 7, 10125 Turin, ItalyDepartment of Chemistry, University of Turin, Via Pietro Giuria 7, 10125 Turin, ItalyDepartment of Chemistry, University of Turin, Via Pietro Giuria 7, 10125 Turin, ItalyDepartment of Chemistry, University of Turin, Via Pietro Giuria 7, 10125 Turin, ItalyDeep Eutectic Solvent (DES)-like mixtures, based on glycerol and different halide organic and inorganic salts, are successfully exploited as new media in copper-free halodediazoniation of arenediazonium salts. The reactions are carried out in absence of metal-based catalysts, at room temperature and in a short time. Pure target products are obtained without the need for chromatographic separation. The solvents are fully characterized, and a computational study is presented aiming to understand the reaction mechanism.https://www.mdpi.com/1420-3049/27/6/1909Sandmeyer reactionsdeep eutectic solventsreaction mechanism
spellingShingle Giovanni Ghigo
Matteo Bonomo
Achille Antenucci
Chiara Reviglio
Stefano Dughera
Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
Molecules
Sandmeyer reactions
deep eutectic solvents
reaction mechanism
title Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
title_full Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
title_fullStr Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
title_full_unstemmed Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
title_short Copper-Free Halodediazoniation of Arenediazonium Tetrafluoroborates in Deep Eutectic Solvents-like Mixtures
title_sort copper free halodediazoniation of arenediazonium tetrafluoroborates in deep eutectic solvents like mixtures
topic Sandmeyer reactions
deep eutectic solvents
reaction mechanism
url https://www.mdpi.com/1420-3049/27/6/1909
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