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.
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Format
Articles Research article
Published
2023
Series
Subjects
Publication in research information system
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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