Journal of Organometallic Chemistry, volume 769, pages 24-28

Stability and activity of cis-dichloro ruthenium olefin metathesis precatalysts bearing chelating sulfur alkylidenes

Publication typeJournal Article
Publication date2014-10-01
Quartile SCImago
Q3
Quartile WOS
Q2
Impact factor2.3
ISSN0022328X
Materials Chemistry
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
S -Chelated Grubbs type complexes are usually found in their stable cis -dichloro conformation. These precatalysts are usually latent and necessitate external stimuli to promote olefin metathesis reactions. Herein we report the synthesis of new S -chelated ruthenium complexes, by a simple exchange of the benzylidene to an alkylidene chelating ligand. The structure of the complexes was studied by NMR spectroscopy, single crystal X-ray diffraction and DFT calculations. The new complexes were tested in a series of olefin metathesis reactions and were found to be the first cis -dichloro ruthenium precatalysts that are active at room temperature. The observed differences in reactivity and structure between the alkylidene complexes and their benzylidene counterparts highlight the important influence aromaticity may have on the stability and activity of chelated Grubbs type complexes. The findings may also have implications to develop alternative strategies to stabilize, or destabilize, other organometallic complexes bearing relevant chelating ligands.

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Tzur E. et al. Stability and activity of cis-dichloro ruthenium olefin metathesis precatalysts bearing chelating sulfur alkylidenes // Journal of Organometallic Chemistry. 2014. Vol. 769. pp. 24-28.
GOST all authors (up to 50) Copy
Tzur E., Ivry E., Diesendruck C. E., Vidavsky Y., Goldberg I., Lemcoff N. G. Stability and activity of cis-dichloro ruthenium olefin metathesis precatalysts bearing chelating sulfur alkylidenes // Journal of Organometallic Chemistry. 2014. Vol. 769. pp. 24-28.
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RIS Copy
TY - JOUR
DO - 10.1016/j.jorganchem.2014.06.027
UR - https://doi.org/10.1016/j.jorganchem.2014.06.027
TI - Stability and activity of cis-dichloro ruthenium olefin metathesis precatalysts bearing chelating sulfur alkylidenes
T2 - Journal of Organometallic Chemistry
AU - Tzur, Eyal
AU - Ivry, Elisa
AU - Diesendruck, Charles E.
AU - Vidavsky, Yuval
AU - Goldberg, Israel
AU - Lemcoff, N Gabriel
PY - 2014
DA - 2014/10/01 00:00:00
PB - Elsevier
SP - 24-28
VL - 769
SN - 0022-328X
ER -
BibTex
Cite this
BibTex Copy
@article{2014_Tzur,
author = {Eyal Tzur and Elisa Ivry and Charles E. Diesendruck and Yuval Vidavsky and Israel Goldberg and N Gabriel Lemcoff},
title = {Stability and activity of cis-dichloro ruthenium olefin metathesis precatalysts bearing chelating sulfur alkylidenes},
journal = {Journal of Organometallic Chemistry},
year = {2014},
volume = {769},
publisher = {Elsevier},
month = {oct},
url = {https://doi.org/10.1016/j.jorganchem.2014.06.027},
pages = {24--28},
doi = {10.1016/j.jorganchem.2014.06.027}
}
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