Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water
Anton I. Egorov
2
,
Victor N. Khrustalev
4, 5
Publication type: Journal Article
Publication date: 2021-01-01
scimago Q1
wos Q1
SJR: 2.004
CiteScore: 24.0
Impact factor: 12.5
ISSN: 01448617, 18791344
PubMed ID:
33183618
Materials Chemistry
Organic Chemistry
Polymers and Plastics
Abstract
• Chitin was used as an accessible and easily-modifiable support for Pd(II)-catalyst. • Chitin modification was achieved without a backbone scission or deacetylation. • A rare case of an amphiphilic chitin derivative is presented. • The derivative allows non-laborious preparation of uniform nanoparticles. For the first time the possibility of chitin use as an accessible and easily-modifiable support for an efficient Pd(II) catalyst has been demonstrated. The modification of chitin avoiding a noticeable chain scission or deacetylation, is achieved by sonochemical alkylation with 1-azido-3-chloropropan-2-ol followed by a convenient azido-alkyne click reaction. The obtained polymer represents an extremely rare case of the chitin derivative soluble both in water and organic solvents. The treatment of that derivative with imino-isonitrile Pd(II) complex solution yielded a chitin-supported Pd(II) complex. The latter could be obtained as a powder or as uniform nanoparticles in different size ranges. The nanoparticles with a hydrodynamic diameter of 30 nm were shown to be the most efficient form of catalyst for the copper- and phosphine-free Sonogashira cross-coupling in water.
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Total citations:
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Citations from 2024:
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(21.43%)
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Kritchenkov A. S. et al. Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water // Carbohydrate Polymers. 2021. Vol. 252. p. 117167.
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Kritchenkov A. S., Kletskov A. V., Egorov A. I., Kurasova M. N., Tskhovrebov A., Khrustalev V. N. Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water // Carbohydrate Polymers. 2021. Vol. 252. p. 117167.
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TY - JOUR
DO - 10.1016/j.carbpol.2020.117167
UR - https://doi.org/10.1016/j.carbpol.2020.117167
TI - Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water
T2 - Carbohydrate Polymers
AU - Kritchenkov, Andreii S.
AU - Kletskov, Alexey V
AU - Egorov, Anton I.
AU - Kurasova, Margarita N
AU - Tskhovrebov, Alexander
AU - Khrustalev, Victor N.
PY - 2021
DA - 2021/01/01
PB - Elsevier
SP - 117167
VL - 252
PMID - 33183618
SN - 0144-8617
SN - 1879-1344
ER -
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@article{2021_Kritchenkov,
author = {Andreii S. Kritchenkov and Alexey V Kletskov and Anton I. Egorov and Margarita N Kurasova and Alexander Tskhovrebov and Victor N. Khrustalev},
title = {Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water},
journal = {Carbohydrate Polymers},
year = {2021},
volume = {252},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.carbpol.2020.117167},
pages = {117167},
doi = {10.1016/j.carbpol.2020.117167}
}