Open Access
The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts
Michal Pieczykolan
1, 2
,
Justyna Czaban Jóźwiak
1
,
Maura Malinska
2
,
Krzysztof Woźniak
2
,
Reto Dorta
3
,
Anna Rybicka
2
,
Karol Grela
1, 2
1
Publication type: Journal Article
Publication date: 2020-05-12
PubMed ID:
32408688
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A set of nitro-activated ruthenium-based Hoveyda-Grubbs type olefin metathesis catalysts bearing sterically modified N-hetero-cyclic carbene (NHC) ligands have been obtained, characterised and studied in a set of model metathesis reactions. It was found that catalysts bearing standard SIMes and SIPr ligands (4a and 4b) gave the best results in metathesis of substrates with more accessible C–C double bonds. At the same time, catalysts bearing engineered naphthyl-substituted NHC ligands (4d–e) exhibited high activity towards formation of tetrasubstituted C–C double bonds, the reaction which was traditionally Achilles’ heel of the nitro-activated Hoveyda–Grubbs catalyst.
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7
Total citations:
7
Citations from 2024:
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GOST
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Pieczykolan M. et al. The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts // Molecules. 2020. Vol. 25. No. 10. p. 2282.
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Pieczykolan M., Czaban Jóźwiak J., Malinska M., Woźniak K., Dorta R., Rybicka A., Kajetanowicz A., Grela K. The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts // Molecules. 2020. Vol. 25. No. 10. p. 2282.
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RIS
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TY - JOUR
DO - 10.3390/molecules25102282
UR - https://doi.org/10.3390/molecules25102282
TI - The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts
T2 - Molecules
AU - Pieczykolan, Michal
AU - Czaban Jóźwiak, Justyna
AU - Malinska, Maura
AU - Woźniak, Krzysztof
AU - Dorta, Reto
AU - Rybicka, Anna
AU - Kajetanowicz, Anna
AU - Grela, Karol
PY - 2020
DA - 2020/05/12
PB - MDPI
SP - 2282
IS - 10
VL - 25
PMID - 32408688
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2020_Pieczykolan,
author = {Michal Pieczykolan and Justyna Czaban Jóźwiak and Maura Malinska and Krzysztof Woźniak and Reto Dorta and Anna Rybicka and Anna Kajetanowicz and Karol Grela},
title = {The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts},
journal = {Molecules},
year = {2020},
volume = {25},
publisher = {MDPI},
month = {may},
url = {https://doi.org/10.3390/molecules25102282},
number = {10},
pages = {2282},
doi = {10.3390/molecules25102282}
}
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MLA
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Pieczykolan, Michal, et al. “The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts.” Molecules, vol. 25, no. 10, May. 2020, p. 2282. https://doi.org/10.3390/molecules25102282.