Chinese Journal of Chemistry, volume 41, issue 21, pages 2855-2865

Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene

Tuskaev Vladislav A 1, 3
Khrustalev Victor N. 5, 6
Wang Fei 7
Pan Li 7
Li Yuesheng 7
Saracheno Daniele 3
Vikhrov Anton A. 3
Zarubin Dmitry N 3
Bulychev Boris M 1
Publication typeJournal Article
Publication date2023-08-04
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor5.4
ISSN1001604X, 16147065
General Chemistry
Abstract
Comprehensive Summary

Nickel(II) complexes with pyrazole‐based ligands are widely employed in catalysis of ethylene oligomerization and subsequent Friedel‐Crafts alkylation of toluene. We have prepared ten new nickel(II) dibromide complexes with various substituted bis(azolyl)methanes. They have been characterized using 1H NMR, IR, high resolution mass spectrometry and elemental analysis. The structures of three complexes have been unambiguously established using X‐ray diffraction. It was found that these complexes in the presence of Et2AlCl or Et3Al2Cl3 are active both in ethylene oligomerization and Friedel‐Crafts alkylation processes (activity up to 3720 kgoligomer·mol[Ni]−1·h−1). The use of Et3Al2Cl3 results in a higher share of alkylated products (up to 60%). Moreover, catalytic systems activated with Et3Al2Cl3 produced small amounts of odd carbon number olefins (up to 0.8%). The Friedel‐Crafts alkylation was used as a trap for previously undetected short‐chain odd carbon number olefins (C3 and C5).

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Zubkevich S. V. et al. Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene // Chinese Journal of Chemistry. 2023. Vol. 41. No. 21. pp. 2855-2865.
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Zubkevich S. V., Tuskaev V. A., Gagieva S. C., Pavlov A. A., Khrustalev V. N., Wang F., Pan L., Li Y., Saracheno D., Vikhrov A. A., Zarubin D. N., Bulychev B. M. Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene // Chinese Journal of Chemistry. 2023. Vol. 41. No. 21. pp. 2855-2865.
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TY - JOUR
DO - 10.1002/cjoc.202300175
UR - https://doi.org/10.1002%2Fcjoc.202300175
TI - Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene
T2 - Chinese Journal of Chemistry
AU - Zubkevich, Sergey V
AU - Tuskaev, Vladislav A
AU - Gagieva, Svetlana Ch
AU - Pavlov, Alexander A.
AU - Khrustalev, Victor N.
AU - Wang, Fei
AU - Pan, Li
AU - Li, Yuesheng
AU - Saracheno, Daniele
AU - Vikhrov, Anton A.
AU - Zarubin, Dmitry N
AU - Bulychev, Boris M
PY - 2023
DA - 2023/08/04 00:00:00
PB - Wiley
SP - 2855-2865
IS - 21
VL - 41
SN - 1001-604X
SN - 1614-7065
ER -
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@article{2023_Zubkevich,
author = {Sergey V Zubkevich and Vladislav A Tuskaev and Svetlana Ch Gagieva and Alexander A. Pavlov and Victor N. Khrustalev and Fei Wang and Li Pan and Yuesheng Li and Daniele Saracheno and Anton A. Vikhrov and Dmitry N Zarubin and Boris M Bulychev},
title = {Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene},
journal = {Chinese Journal of Chemistry},
year = {2023},
volume = {41},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002%2Fcjoc.202300175},
number = {21},
pages = {2855--2865},
doi = {10.1002/cjoc.202300175}
}
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Zubkevich, Sergey V., et al. “Trapping the Short‐Chain Odd Carbon Number Olefins Using Nickel(II)‐catalyzed Tandem Ethylene Oligomerization and Friedel‐Crafts Alkylation of Toluene.” Chinese Journal of Chemistry, vol. 41, no. 21, Aug. 2023, pp. 2855-2865. https://doi.org/10.1002%2Fcjoc.202300175.
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