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Fluorine-containing ruthenium-based olefin metathesis catalysts

Salekh Masoud Masoud 1
Salekh Masoud Masoud
,  , 
Dmitry Aleksandrovich Petropavlovskikh 1
Dmitry Aleksandrovich Petropavlovskikh
, 
Christian Bruneau 2
Christian Bruneau
, 
Sergey Nikolaevich Osipov 1, 3
Sergey Nikolaevich Osipov
1 A. N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Moscow
2 University Rennes 1, Institut des Sciences Chimiques de Rennes, France
3 Peoples' Friendship University of Russia, Moscow
10.1070/RCR4984
Published 30 November 2020
Review , RCR4984, Volume 90, Issue 4, 419-450
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Masoud S. M. et al. Fluorine-containing ruthenium-based olefin metathesis catalysts // Russian Chemical Reviews. 2020. Vol. 90. No. 4. pp. 419-450.
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Masoud S. M., Vorobyeva D. V., Petropavlovskikh D. A., Bruneau C., Osipov S. N. Fluorine-containing ruthenium-based olefin metathesis catalysts // Russian Chemical Reviews. 2020. Vol. 90. No. 4. pp. 419-450.
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TY - JOUR
DO - 10.1070/RCR4984
UR - https://rcr.colab.ws/publications/10.1070/RCR4984
TI - Fluorine-containing ruthenium-based olefin metathesis catalysts
T2 - Russian Chemical Reviews
AU - Masoud, Salekh Masoud
AU - Vorobyeva, Dar'ya Vladimirovna
AU - Petropavlovskikh, Dmitry Aleksandrovich
AU - Bruneau, Christian
AU - Osipov, Sergey Nikolaevich
PY - 2020
DA - 2020/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 419-450
IS - 4
VL - 90
ER -
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@article{2020_Masoud,
author = {Salekh Masoud Masoud and Dar'ya Vladimirovna Vorobyeva and Dmitry Aleksandrovich Petropavlovskikh and Christian Bruneau and Sergey Nikolaevich Osipov},
title = {Fluorine-containing ruthenium-based olefin metathesis catalysts},
journal = {Russian Chemical Reviews},
year = {2020},
volume = {90},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4984},
number = {4},
pages = {419--450},
doi = {10.1070/RCR4984}
}
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Masoud, Salekh Masoud, et al. “Fluorine-containing ruthenium-based olefin metathesis catalysts.” Russian Chemical Reviews, vol. 90, no. 4, Nov. 2020, pp. 419-450. https://rcr.colab.ws/publications/10.1070/RCR4984.
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Abstract

The review summarizes literature data on the methods for the introduction of fluorine atoms and fluoralkyl groups into different ligands to construct metathesis-active ruthenium carbene complexes. It also analyzes the influence of fluorinated ligands on the catalytic activity of the complexes. The choice, structure and positions of fluorinated substituents in NHC ligands are generally dictated by the desire to increase the electrophilicity of the ruthenium atom due to the electron-withdrawing effect of fluorine atoms and fluoroalkyl groups, resulting, as a rule, in an increase in the activity of the ruthenium complex. In catalysts with unsymmetrical fluorine-containing NHC ligands, there is a possibility of additional Ru--F coordination, making the complexes much more stable and, consequently, more active. The presence of fluorine in chelating alkylidene ligands provides an increase in the catalyst initiation rate due to a weakening of the ruthenium--heteroatom bond. Besides, the introduction of polyfluoroalkyl groups into ligands solves the problem of catalyst recovery using fluorous biphasic systems for reuse.

The bibliography includes 172 references.

Funders

Russian Science Foundation
16-13-10364
Ministry of Education and Science of the Russian Federation
5-100

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