Synthesis of Carbene-Metal-Amido (CMA) Complexes and Their Use as Precatalysts for the Activator-Free, Gold-Catalyzed Addition of Carboxylic Acids to Alkynes.
BIAN-NHC
N-heterocyclic carbene complexes
alkynes
carbene-metal-amido
carboxylic acids
gold
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
22 Aug 2022
22 Aug 2022
Historique:
received:
20
04
2022
pubmed:
3
6
2022
medline:
25
8
2022
entrez:
2
6
2022
Statut:
ppublish
Résumé
A straightforward synthetic protocol leading to carbene-metal-amido (CMA) complexes (metal=Au, Cu) using a mild base and an environmentally desirable solvent (EtOH) has been explored, with a focus on complexes bearing backbone-substituted N-heterocyclic carbene (NHC) ligands, including BIAN-NHCs (BIAN=bis(imino)acenaphthene). The novel CMAs were structurally characterized, and gold-based CMAs bearing diverse NHCs were screened as simple, Brønsted-basic precatalysts. The readily accessible complexes display high catalytic activity in the intermolecular and intramolecular hydrocarboxylation of internal alkynes and alkynoic acids respectively, while the screening reveals the ancillary ligand effect of NHCs in these catalytic systems.
Identifiants
pubmed: 35652609
doi: 10.1002/chem.202201224
doi:
Substances chimiques
Alkynes
0
Carboxylic Acids
0
Coordination Complexes
0
Heterocyclic Compounds
0
Ligands
0
carbene
2465-56-7
Gold
7440-57-5
Methane
OP0UW79H66
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202201224Subventions
Organisme : Fonds Wetenschappelijk Onderzoek
Organisme : iBOF
Informations de copyright
© 2022 Wiley-VCH GmbH.
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