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Chiral Diaminocarbene Complexes, Synthesis and Application in Asymmetric Catalysis

Identifieur interne : 001045 ( Main/Exploration ); précédent : 001044; suivant : 001046

Chiral Diaminocarbene Complexes, Synthesis and Application in Asymmetric Catalysis

Auteurs : Sylvain Roland [France] ; Pierre Mangeney [France]

Source :

RBID : ISTEX:BE7961789F36999046C01C3EE0E564F5DF9FA04D

English descriptors

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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Le document en format XML

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<term>Amine</term>
<term>Angew</term>
<term>Angew chem</term>
<term>Aryl</term>
<term>Asymmetric</term>
<term>Asymmetric catalysis</term>
<term>Asymmetric hydrogenation</term>
<term>Asymmetric hydrosilylation</term>
<term>Asymmetric version</term>
<term>Azolium</term>
<term>Azolium salt</term>
<term>Benzimidazolium salt</term>
<term>Best enantioselectivities</term>
<term>Best result</term>
<term>Carbene</term>
<term>Carbene ligand</term>
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<term>Catalysis</term>
<term>Catalyst</term>
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<term>Corresponding imidazolium salt</term>
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<term>Imidazolium</term>
<term>Imidazolium salt</term>
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<term>Mangeney</term>
<term>Mangeney scheme</term>
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<term>Metathesis</term>
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<term>Organomet chem</term>
<term>Organometallics</term>
<term>Oxidative kinetic resolution</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>
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<term>Thermal stability</term>
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<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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