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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 typeJournal Article
Publication date2019-03-22
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor2.7
ISSN18605397, 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).

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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.
GOST all authors (up to 50) Copy
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.
RIS |
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RIS Copy
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 -
BibTex
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BibTex Copy
@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}
}
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