Green Chemistry, volume 14, issue 6, pages 1673
Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
Publication type: Journal Article
Publication date: 2012-04-11
Journal:
Green Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 9.8
ISSN: 14639262, 14639270
Environmental Chemistry
Pollution
Abstract
Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed.
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Citations by publishers
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5
10
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20
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Royal Society of Chemistry (RSC)
20 publications, 23.81%
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Wiley
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1 publication, 1.19%
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Taylor & Francis
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1 publication, 1.19%
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1 publication, 1.19%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.19%
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5
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20
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Schmidt R., Stolle A., Ondruschka B. Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX // Green Chemistry. 2012. Vol. 14. No. 6. p. 1673.
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Schmidt R., Stolle A., Ondruschka B. Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX // Green Chemistry. 2012. Vol. 14. No. 6. p. 1673.
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TY - JOUR
DO - 10.1039/c2gc16508b
UR - https://doi.org/10.1039/c2gc16508b
TI - Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
T2 - Green Chemistry
AU - Schmidt, Robert
AU - Stolle, Achim
AU - Ondruschka, Bernd
PY - 2012
DA - 2012/04/11 00:00:00
PB - Royal Society of Chemistry (RSC)
SP - 1673
IS - 6
VL - 14
SN - 1463-9262
SN - 1463-9270
ER -
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@article{2012_Schmidt,
author = {Robert Schmidt and Achim Stolle and Bernd Ondruschka},
title = {Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX},
journal = {Green Chemistry},
year = {2012},
volume = {14},
publisher = {Royal Society of Chemistry (RSC)},
month = {apr},
url = {https://doi.org/10.1039/c2gc16508b},
number = {6},
pages = {1673},
doi = {10.1039/c2gc16508b}
}
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Schmidt, Robert, et al. “Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX.” Green Chemistry, vol. 14, no. 6, Apr. 2012, p. 1673. https://doi.org/10.1039/c2gc16508b.