Abstract
The catalytic properties of olefin metathesis ruthenium complexes bearing N-heterocyclic carbene ligands with stereogenic centers on the backbone are described. Differences in catalytic behavior depending on the backbone configurations of symmetrical and unsymmetrical NHCs are discussed. In addition, an overview on asymmetric olefin metathesis promoted by chiral catalysts bearing C2-symmetric and C1-symmetric NHCs is provided.
Highlights
In order to improve catalytic performance of N-heterocyclic carbenes (NHCs)-stabilized ruthenium metathesis complexes, manymany efforts have been devoted to the manipulation of the NHC scaffold of the commercially available efforts have been devoted to the manipulation of the NHC scaffold of the commercially second generation catalysts
This review provides an overview of the reactivity and selectivity shown by olefin metathesis variation, introduction of heteroatoms in the skeleton, and introduction of chirality [11,12,13,14,15]
Ligand an active olefinic group of N,N-diallyl-4-methylbenzenesulfonamide, complex wasfeaturing slightly less than the catalyst to a solid support, they instead formed a new NHC ligand featuring an olefinic group in the ligand backbone, employed to prepare thecatalyst complex
Summary
Ruthenium-catalyzed olefin metathesis represents nowadays an indispensable synthetic tool for constructing carbon-carbon double bonds in represents both organic and polymer chemistry [1,2,3,4,5,6,7,8]. tool. Catalysts bearing NHC ligands with substituents on the backbone in definite stereochemical modifications of the steric and electronic properties of substituents on the backbone and/or the arrangements, mostly focusing their catalytic performances in challenging metathesis nitrogen atoms have had a on significant impact on catalyst activity, stability and selectivity in several reactions, metathesis applications [16,17,18,19,20,21,22,23,24,25,26,27,28,29]. This NHC review backbone provides an configurations overview of the reactivity and selectivity shown to by the olefin metathesis pattern with syn and anti are discussed according substitution ruthenium catalysts bearing NHC ligands with substituents on the backbone in definite stereochemical at the nitrogen atoms (symmetrical or unsymmetrical), highlighting, where it is possible, the effect arrangements, mostly focusing on their catalytic performances in challenging metathesis reactions, of changing. The nitrogen atoms (symmetrical or unsymmetrical), highlighting, where it is possible, the effect of changing
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