Open Access
Molecules, volume 28, issue 3, pages 1188
Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity
Anton P. Novikov
1, 2
,
Kirill B. Polyanskii
1
,
3
Laboratorio de Química Orgánica y Biomolecular, Escuela de Química, Universidad Industrial de Santander, Cl. 9 # Cra 27, Bucaramanga 680006, Colombia
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Publication type: Journal Article
Publication date: 2023-01-25
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
An efficient approach to the synthesis of olefin metathesis HG-type catalysts containing an N→Ru bond in a six-membered chelate ring was proposed. For the most part, these ruthenium chelates can be prepared easily and in high yields based on the interaction between 2-vinylbenzylamines and Ind II (the common precursor for Ru-complex synthesis). It was demonstrated that the increase of the steric volume of substituents attached to the nitrogen atom and in the α-position of the benzylidene fragment leads to a dramatic decrease in the stability of the target ruthenium complexes. The bulkiest iPr substituent bonded to the nitrogen atom or to the α-position does not allow the closing of the chelate cycle. N,N-Diethyl-1-(2-vinylphenyl)propan-1-amine is a limiting case; its interaction with Ind II makes it possible to isolate the corresponding ruthenium chelate in a low yield (5%). Catalytic activity of the synthesized complexes was tested in RCM reactions and compared with α-unsubstituted catalysts obtained previously. The structural peculiarities of the final ruthenium complexes were thoroughly investigated using XRD and NMR analysis, which allowed making a reliable correlation between the structure of the complexes and their catalytic properties.
Top-30
Citations by journals
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Acta Crystallographica Section E: Crystallographic Communications
1 publication, 50%
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Russian Chemical Reviews
1 publication, 50%
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Citations by publishers
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International Union of Crystallography (IUCr)
1 publication, 50%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 50%
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Vasilyev K. A. et al. Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity // Molecules. 2023. Vol. 28. No. 3. p. 1188.
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Vasilyev K. A., Antonova A. S., Volchkov N. S., Logvinenko N. A., Nikitina E. V., Grigoriev M. S., Novikov A. P., Kouznetsov V. V., Polyanskii K. B., Zubkov F. I. Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity // Molecules. 2023. Vol. 28. No. 3. p. 1188.
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TY - JOUR
DO - 10.3390/molecules28031188
UR - https://doi.org/10.3390/molecules28031188
TI - Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity
T2 - Molecules
AU - Vasilyev, Kirill A.
AU - Antonova, Alexandra S
AU - Volchkov, Nikita S
AU - Logvinenko, Nikita A
AU - Nikitina, Eugeniya V.
AU - Grigoriev, Mikhail S.
AU - Novikov, Anton P.
AU - Kouznetsov, Vladimir V.
AU - Polyanskii, Kirill B.
AU - Zubkov, Fedor I.
PY - 2023
DA - 2023/01/25 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 1188
IS - 3
VL - 28
SN - 1420-3049
SN - 1420-3049
ER -
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@article{2023_Vasilyev,
author = {Kirill A. Vasilyev and Alexandra S Antonova and Nikita S Volchkov and Nikita A Logvinenko and Eugeniya V. Nikitina and Mikhail S. Grigoriev and Anton P. Novikov and Vladimir V. Kouznetsov and Kirill B. Polyanskii and Fedor I. Zubkov},
title = {Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity},
journal = {Molecules},
year = {2023},
volume = {28},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {jan},
url = {https://doi.org/10.3390/molecules28031188},
number = {3},
pages = {1188},
doi = {10.3390/molecules28031188}
}
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Vasilyev, Kirill A., et al. “Influence of Substituents in a Six-Membered Chelate Ring of HG-Type Complexes Containing an N→Ru Bond on Their Stability and Catalytic Activity.” Molecules, vol. 28, no. 3, Jan. 2023, p. 1188. https://doi.org/10.3390/molecules28031188.