Chiral Diaminocarbene Complexes, Synthesis and Application in Asymmetric Catalysis
Identifieur interne : 001045 ( Main/Exploration ); précédent : 001044; suivant : 001046Chiral Diaminocarbene Complexes, Synthesis and Application in Asymmetric Catalysis
Auteurs : Sylvain Roland [France] ; Pierre Mangeney [France]Source :
- Topics in Organometallic Chemistry [ 1436-6002 ]
English descriptors
- Teeft :
- Achiral, Acyclic enones, Alkene, Amine, Angew, Angew chem, Aryl, Asymmetric, Asymmetric catalysis, Asymmetric hydrogenation, Asymmetric hydrosilylation, Asymmetric version, Azolium, Azolium salt, Benzimidazolium salt, Best enantioselectivities, Best result, Carbene, Carbene ligand, Carbenes, Catalysis, Catalyst, Chelating ligand, Chem, Chiral, Chiral backbone, Chiral carbene ligand, Chiral carbenes, Chiral complex, Chiral diaminocarbene complex, Chirality, Copper complex, Corresponding imidazolium salt, Deprotonation, Diamine, Diaminocarbene, Diaminocarbenes, Enantioselectivities, Enantioselectivity, Enones, Equiv, Herrmann, High yield, Hydrogenation, Hydrosilylation, Imidazole, Imidazolinium, Imidazolinium salt, Imidazolium, Imidazolium salt, Iridium, Iridium complex, Ketone, Lett, Ligand, Mangeney, Mangeney scheme, Metal precursor, Metathesis, Nitrogen atom, Organomet, Organomet chem, Organometallics, Oxidative kinetic resolution, Palladium, Precursor, Rhodium, Rhodium complex, Roland, Ruthenium, Ruthenium complex, Same reaction, Selectivity, Silver complex, Stereogenic, Stereogenic center, Substituents, Tetrahedron, Thermal stability, Transition metal complex.
Abstract
Abstract: The synthetic routes to optically pure N-heterocyclic carbene (NHC) complexes and their application in asymmetric catalysis is reviewed. Chiral N-heterocyclic carbenes which are mainly generated from the corresponding azolium salts can be used as ligands to prepare various complexes with transition metals. However, only a few of them have been used in asymmetric catalysis and reported examples where chiral NHC complexes give good enantioselectivity are still rare even if excellent levels of enantioselectivity have been reached (up to >99% ee). This chapter describes the general properties of this family of ligand, the synthesis of the chiral azolium salts, the preparation of NHC-metal complexes and the asymmetric transformations catalyzed by palladium, rhodium, ruthenium, iridium and copper complexes.
Url:
DOI: 10.1007/b136351
Affiliations:
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<term>Angew chem</term>
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<term>Asymmetric catalysis</term>
<term>Asymmetric hydrogenation</term>
<term>Asymmetric hydrosilylation</term>
<term>Asymmetric version</term>
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<term>Carbene</term>
<term>Carbene ligand</term>
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<term>Catalysis</term>
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<term>Chiral backbone</term>
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<term>Chiral complex</term>
<term>Chiral diaminocarbene complex</term>
<term>Chirality</term>
<term>Copper complex</term>
<term>Corresponding imidazolium salt</term>
<term>Deprotonation</term>
<term>Diamine</term>
<term>Diaminocarbene</term>
<term>Diaminocarbenes</term>
<term>Enantioselectivities</term>
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<term>Equiv</term>
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<term>Imidazolium salt</term>
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<term>Lett</term>
<term>Ligand</term>
<term>Mangeney</term>
<term>Mangeney scheme</term>
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<term>Metathesis</term>
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<term>Ruthenium complex</term>
<term>Same reaction</term>
<term>Selectivity</term>
<term>Silver complex</term>
<term>Stereogenic</term>
<term>Stereogenic center</term>
<term>Substituents</term>
<term>Tetrahedron</term>
<term>Thermal stability</term>
<term>Transition metal complex</term>
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<front><div type="abstract" xml:lang="en">Abstract: The synthetic routes to optically pure N-heterocyclic carbene (NHC) complexes and their application in asymmetric catalysis is reviewed. Chiral N-heterocyclic carbenes which are mainly generated from the corresponding azolium salts can be used as ligands to prepare various complexes with transition metals. However, only a few of them have been used in asymmetric catalysis and reported examples where chiral NHC complexes give good enantioselectivity are still rare even if excellent levels of enantioselectivity have been reached (up to >99% ee). This chapter describes the general properties of this family of ligand, the synthesis of the chiral azolium salts, the preparation of NHC-metal complexes and the asymmetric transformations catalyzed by palladium, rhodium, ruthenium, iridium and copper complexes.</div>
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