On-Surface Decarboxylation Coupling Facilitated by Lock-to-Unlock Variation of Molecules upon the Reaction.
decarboxylation coupling
high energy barrier
intramolecular charge redistribution
on-surface synthesis
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
02 Aug 2021
02 Aug 2021
Historique:
received:
14
05
2021
pubmed:
4
6
2021
medline:
4
6
2021
entrez:
3
6
2021
Statut:
ppublish
Résumé
On-surface synthesis (OSS) involving relatively high energy barriers remains challenging due to a typical dilemma: firm molecular anchor is required to prevent molecular desorption upon the reaction, whereas sufficient lateral mobility is crucial for subsequent coupling and assembly. By locking the molecular precursors on the substrate then unlocking them during the reaction, we present a strategy to address this challenge. High-yield synthesis based on well-defined decarboxylation, intermediate transition, and hexamerization is demonstrated, resulting in an extended and ordered network exclusively composed of the newly synthesized macrocyclic compound. Thanks to the steric hindrance of its maleimide group, we attain a preferential selection of the coupling. This work unlocks a promising path to enrich the reaction types and improve the coupling selectivity hence the structual homogeneity of the final product for OSS.
Identifiants
pubmed: 34080274
doi: 10.1002/anie.202106477
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
17435-17439Subventions
Organisme : National Natural Science Foundation of China
ID : 21473045
Organisme : National Natural Science Foundation of China
ID : 51772066
Informations de copyright
© 2021 Wiley-VCH GmbH.
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