Synthesis of Interlocked and Non-Interlocked Deca(para-phenylene) Derivatives by Ni-mediated Biaryl Coupling.
C−C coupling
nickel
oligo(para-phenylene)
rotaxanes
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
15 Mar 2024
15 Mar 2024
Historique:
received:
22
12
2023
medline:
11
1
2024
pubmed:
11
1
2024
entrez:
10
1
2024
Statut:
ppublish
Résumé
Oligo(para-phenylene) (PPn) is a compound composed of directly connected 1,4-phenylene moieties. The synthesis of PPn composed of six or more phenylene moieties with no substituent at the internal phenylene moiety has been challenging because of its low solubility. Herein we synthesized oligo(para-phenylene)[2]rotaxanes, including a deca(para-phenylene)[2]rotaxane, with a defined number of phenylene moieties. Biaryl coupling of iodoarenes mediated by macrocyclic dibenzodihydrophenanthroline-Ni complex was utilized for the first time to synthesize the [2]rotaxanes. Compared to the non-interlocked deca(para-phenylene), the deca(para-phenylene)[2]rotaxane showed higher solubility. The properties of the oligo(para-phenylene)[2]rotaxanes and non-interlocked oligo(para-phenylene)s were analyzed by spectroscopic methods.
Identifiants
pubmed: 38199956
doi: 10.1002/chem.202304309
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202304309Subventions
Organisme : Japan Society for the Promotion of Science
ID : JP22K03071
Organisme : Promotion and Mutual Aid Corporation for Private Schools of Japan
Informations de copyright
© 2024 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
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