Enhancing the selectivity of prolinamide organocatalysts using the mechanical bond in [2]rotaxanes.
Journal
Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951
Informations de publication
Date de publication:
11 Mar 2020
11 Mar 2020
Historique:
entrez:
7
6
2021
pubmed:
11
3
2020
medline:
11
3
2020
Statut:
epublish
Résumé
The synthesis of a pair of switchable interlocked prolinamides and their use as organocatalysts in three different enamine-activated processes are reported. A diacylaminopyridine moiety was incorporated into the thread for directing [2]rotaxane formation further allowing the association of complementary small molecules. The rotaxane-based systems were tested as organocatalysts in asymmetric enamine-mediated processes, revealing a significantly improved catalytic ability if compared with the non-interlocked thread. The presence of an electron-withdrawing nitro group at the macrocycle helps to achieve high conversions and enantioselectivities. These systems are able to interact with
Identifiants
pubmed: 34094051
doi: 10.1039/d0sc00444h
pii: d0sc00444h
pmc: PMC8152698
doi:
Types de publication
Journal Article
Langues
eng
Pagination
3629-3635Informations de copyright
This journal is © The Royal Society of Chemistry.
Déclaration de conflit d'intérêts
There are no conflicts to declare.
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