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Mechanochemical Difluoromethylations of Alcohols

Abstract
Difluoromethyl ethers are formed through mechanochemical reactions of alcohols with difluorocarbene in a mixer mill. The protocol could be applied to primary, secondary, and tertiary alcohols, yielding the corresponding products in excellent yields (up to 99%) after 1 h reaction time at room temperature. The transformations proceeded under solvent-free reaction conditions, followed by product purification by filtration, which drastically reduced the amount of waste generated during the process.
Main Authors
van Bonn, Pit Ke, Jinbo Weike, Christopher Ward, Jas S. Rissanen, Kari Bolm, Carsten
Format
Articles Research article
Published
2023
Series
CCS chemistry
Subjects
mechanochemistry
ball milling
solvent-free reaction
difluorocarbene
difluoromethyl ether
alkoholit (yhdisteet)
kemialliset reaktiot
Publication in research information system
https://converis.jyu.fi/converis/portal/detail/Publication/184109461
Publisher
Chinese Chemical Society
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-202308244740Use this for linking
Review status
Peer reviewed
ISSN
2096-5745
DOI
https://doi.org/10.31635/ccschem.023.202302783
Language
English
Published in
CCS chemistry
Citation
License
CC BY-NC 3.0Open Access
Additional information about funding
This research was made possible by the generous support of the Rhine-Westphalia Technical University of Aachen (RWTH Aachen University). We also acknowledge the Alexander von Humboldt Foundation for support of K. R. (AvH research award).
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author van Bonn, Pit Ke, Jinbo Weike, Christopher Ward, Jas S. Rissanen, Kari Bolm, Carsten
author_facet van Bonn, Pit Ke, Jinbo Weike, Christopher Ward, Jas S. Rissanen, Kari Bolm, Carsten
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departments_txtF_mv Kemian laitos Department of Chemistry
description Difluoromethyl ethers are formed through mechanochemical reactions of alcohols with difluorocarbene in a mixer mill. The protocol could be applied to primary, secondary, and tertiary alcohols, yielding the corresponding products in excellent yields (up to 99%) after 1 h reaction time at room temperature. The transformations proceeded under solvent-free reaction conditions, followed by product purification by filtration, which drastically reduced the amount of waste generated during the process.
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spellingShingle Mechanochemical Difluoromethylations of Alcohols van Bonn, Pit Ke, Jinbo Weike, Christopher Ward, Jas S. Rissanen, Kari Bolm, Carsten mechanochemistry ball milling solvent-free reaction difluorocarbene difluoromethyl ether alkoholit (yhdisteet) kemialliset reaktiot CCS chemistry
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title Mechanochemical Difluoromethylations of Alcohols
title_full Mechanochemical Difluoromethylations of Alcohols
title_fullStr Mechanochemical Difluoromethylations of Alcohols
title_full_unstemmed Mechanochemical Difluoromethylations of Alcohols
title_short Mechanochemical Difluoromethylations of Alcohols
title_sort Mechanochemical Difluoromethylations of Alcohols
topic mechanochemistry ball milling solvent-free reaction difluorocarbene difluoromethyl ether alkoholit (yhdisteet) kemialliset reaktiot
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