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Sustainable Mechanochemical Oxidation Of Benzylic Alcohols

Authors: Fabio Trigatti; Daniele Zuccaccia; Walter Baratta; Eleonora Aneggi;

Sustainable Mechanochemical Oxidation Of Benzylic Alcohols

Abstract

The aim of this work is to develop a new sustainable protocol for oxidizing alcohols into carbonylic compounds through a mechanochemical catalysed reaction. Selective oxidations are pivotal reactions in the chemical industry; however, they produce large amounts of waste and perform poorly in terms of green metrics 1. Mechanochemistry is a tool used by chemists to achieve more sustainable chemical processes2 and to facilitate catalytic activation of reactions 3. In this work, preliminary studies have shown that p-OH-benzyl alcohol can be selectively oxidised into the corresponding aldehyde using a mechanochemical protocol with different copper-supported catalysts and TEMPO. The reaction proceeds in 3 hours achieving approximately 80% conversion (Figure 1). The procedure is straightforward: first, the solid alcohol is placed in the milling vial along with TEMPO and a copper-supported catalysts and then the mixture is subjected to ball milling. After that, the aldehyde can be easily extracted with a small amount of solvent. Compared to the solution-phase synthesis, this method requires less time and energy and generates no byproducts. In addition, the green assessment 4,5 reveals that the mechanochemical route exhibits improved metrics compared to the solution-phase synthesis using the same reagents.

Country
Italy
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Keywords

oxidation, mechanochemistry; oxidation; benzyl alcohols, mechanochemistry, benzyl alcohols

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
0
Average
Average
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