volume 252 pages 117167

Ultrasound and click chemistry lead to a new chitin chelator. Its Pd(II) complex is a recyclable catalyst for the Sonogashira reaction in water

Publication typeJournal Article
Publication date2021-01-01
scimago Q1
wos Q1
SJR2.004
CiteScore24.0
Impact factor12.5
ISSN01448617, 18791344
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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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.
GOST all authors (up to 50) Copy
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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RIS Copy
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 -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@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}
}