Open Access
Beilstein Journal of Organic Chemistry, volume 15, pages 769-779
Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors
Publication type: Journal Article
Publication date: 2019-03-22
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.7
ISSN: 18605397, 18605397
PubMed ID:
30992725
Organic Chemistry
Abstract
A novel and efficient approach to the synthesis of 2-vinylbenzylamines is reported. This involves obtaining 2-vinylbenzylamine ligands from tetrahydroisoquinoline by alkylation and reduction followed by the Hofmann cleavage. The resultant 2-vinylbenzylamines allowed us to obtain new Hoveyda–Grubbs catalysts, which were thoroughly characterised by NMR, ESIMS, and X-ray crystallography. The utility of this chemistry is further demonstrated by the tests of the novel catalysts (up to 10−2 mol %) in different metathesis reactions such as cross metathesis (CM), ring-closing metathesis (RCM) and ring-opening cross metathesis (ROCM).
Top-30
Citations by journals
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5
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Acta Crystallographica Section E: Crystallographic Communications
5 publications, 27.78%
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Organometallics
3 publications, 16.67%
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New Journal of Chemistry
2 publications, 11.11%
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Molecules
2 publications, 11.11%
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Chemistry
1 publication, 5.56%
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Macromolecules
1 publication, 5.56%
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Journal of Analytical Chemistry
1 publication, 5.56%
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Chem Catalysis
1 publication, 5.56%
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Synlett
1 publication, 5.56%
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Russian Chemical Reviews
1 publication, 5.56%
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3
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5
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Citations by publishers
1
2
3
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5
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International Union of Crystallography (IUCr)
5 publications, 27.78%
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American Chemical Society (ACS)
4 publications, 22.22%
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Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 16.67%
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Royal Society of Chemistry (RSC)
2 publications, 11.11%
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Pleiades Publishing
1 publication, 5.56%
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Elsevier
1 publication, 5.56%
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Thieme
1 publication, 5.56%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 5.56%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Polyanskii K. B. et al. Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 769-779.
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Polyanskii K. B., Alekseeva K. A., Raspertov P. V., Kumandin P. A., Nikitina E. V., Gurbanov A. V., Zubkov F. I. Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors // Beilstein Journal of Organic Chemistry. 2019. Vol. 15. pp. 769-779.
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TY - JOUR
DO - 10.3762/bjoc.15.73
UR - https://doi.org/10.3762/bjoc.15.73
TI - Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors
T2 - Beilstein Journal of Organic Chemistry
AU - Polyanskii, Kirill B.
AU - Alekseeva, Kseniia A.
AU - Raspertov, Pavel V.
AU - Kumandin, Pavel A.
AU - Nikitina, Eugeniya V.
AU - Gurbanov, Atash V.
AU - Zubkov, Fedor I.
PY - 2019
DA - 2019/03/22 00:00:00
PB - Beilstein-Institut
SP - 769-779
VL - 15
PMID - 30992725
SN - 1860-5397
SN - 1860-5397
ER -
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@article{2019_Polyanskii,
author = {Kirill B. Polyanskii and Kseniia A. Alekseeva and Pavel V. Raspertov and Pavel A. Kumandin and Eugeniya V. Nikitina and Atash V. Gurbanov and Fedor I. Zubkov},
title = {Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors},
journal = {Beilstein Journal of Organic Chemistry},
year = {2019},
volume = {15},
publisher = {Beilstein-Institut},
month = {mar},
url = {https://doi.org/10.3762/bjoc.15.73},
pages = {769--779},
doi = {10.3762/bjoc.15.73}
}