Chemistry - A European Journal, volume 16, issue 29, pages 8726-8737
Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts.
Eyal Tzur
1
,
Anna Szadkowska
2
,
Amos Ben-Asuly
3, 4
,
Anna Makal
5
,
Israel Goldberg
6
,
Krzysztof Woźniak
5
,
Karol Grela
7
,
2
Institute of Organic Chemistry PAS, Kasprzaka 44/52, 01‐224 Warszawa (Poland), Fax: (+48) 22‐343‐2109
|
Publication type: Journal Article
Publication date: 2010-06-16
Journal:
Chemistry - A European Journal
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 4.3
ISSN: 09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
A short overview on the structural design of the Hoveyda-Grubbs-type ruthenium initiators chelated through oxygen, nitrogen or sulfur atoms is presented. Our aim was to compare and contrast O-, N- and S-chelated ruthenium complexes to better understand the impact of electron-withdrawing and -donating substituents on the geometry and activity of the ruthenium complexes and to gain further insight into the trans-cis isomerisation process of the S-chelated complexes. To evaluate the different effects of chelating heteroatoms and to probe electronic effects on sulfur- and nitrogen-chelated latent catalysts, we synthesised a series of novel complexes. These catalysts were compared against two well-known oxygen-chelated initiators and a sulfoxide-chelated complex. The structures of the new complexes have been determined by single-crystal X-ray diffraction and analysed to search for correlations between the structural features and activity. The replacement of the oxygen-chelating atom by a sulfur or nitrogen atom resulted in catalysts that were inert at room temperature for typical ring-closing metathesis (RCM) and cross-metathesis reactions and showed catalytic activity only at higher temperatures. Furthermore, one nitrogen-chelated initiator demonstrated thermo-switchable behaviour in RCM reactions, similar to its sulfur-chelated counterparts.
Top-30
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1 publication, 1.2%
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1 publication, 1.2%
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1 publication, 1.2%
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6
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16
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Citations by publishers
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5
10
15
20
25
30
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American Chemical Society (ACS)
29 publications, 34.94%
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Wiley
18 publications, 21.69%
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Royal Society of Chemistry (RSC)
12 publications, 14.46%
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Elsevier
5 publications, 6.02%
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4 publications, 4.82%
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Beilstein-Institut
3 publications, 3.61%
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Springer Nature
2 publications, 2.41%
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Thieme
2 publications, 2.41%
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CSIRO Publishing
1 publication, 1.2%
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International Union of Crystallography (IUCr)
1 publication, 1.2%
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Taylor & Francis
1 publication, 1.2%
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Walter de Gruyter
1 publication, 1.2%
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RTU MIREA
1 publication, 1.2%
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Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.2%
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5
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25
30
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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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Tzur E. et al. Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts. // Chemistry - A European Journal. 2010. Vol. 16. No. 29. pp. 8726-8737.
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Tzur E., Szadkowska A., Ben-Asuly A., Makal A., Goldberg I., Woźniak K., Grela K., Lemcoff N. G. Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts. // Chemistry - A European Journal. 2010. Vol. 16. No. 29. pp. 8726-8737.
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TY - JOUR
DO - 10.1002/chem.200903457
UR - https://doi.org/10.1002/chem.200903457
TI - Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts.
T2 - Chemistry - A European Journal
AU - Tzur, Eyal
AU - Szadkowska, Anna
AU - Ben-Asuly, Amos
AU - Makal, Anna
AU - Goldberg, Israel
AU - Woźniak, Krzysztof
AU - Grela, Karol
AU - Lemcoff, N Gabriel
PY - 2010
DA - 2010/06/16 00:00:00
PB - Wiley
SP - 8726-8737
IS - 29
VL - 16
SN - 0947-6539
SN - 1521-3765
ER -
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@article{2010_Tzur,
author = {Eyal Tzur and Anna Szadkowska and Amos Ben-Asuly and Anna Makal and Israel Goldberg and Krzysztof Woźniak and Karol Grela and N Gabriel Lemcoff},
title = {Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts.},
journal = {Chemistry - A European Journal},
year = {2010},
volume = {16},
publisher = {Wiley},
month = {jun},
url = {https://doi.org/10.1002/chem.200903457},
number = {29},
pages = {8726--8737},
doi = {10.1002/chem.200903457}
}
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Tzur, Eyal, et al. “Studies on electronic effects in O-, N- and S-chelated ruthenium olefin-metathesis catalysts..” Chemistry - A European Journal, vol. 16, no. 29, Jun. 2010, pp. 8726-8737. https://doi.org/10.1002/chem.200903457.