Design, Synthesis and Aromaticity of an Alternating Cyclo[4]Thiophene[4]Furan.
conjugated macrocycles
cyclo[n]furans
cyclo[n]thiophenes
global aromaticity
homogeneous catalysis
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
06 Jul 2023
06 Jul 2023
Historique:
received:
14
02
2023
medline:
10
7
2023
pubmed:
12
4
2023
entrez:
11
4
2023
Statut:
ppublish
Résumé
A new class of conjugated macrocycle, the cyclo[4]thiophene[4]furan hexyl ester (C4TE4FE), is reported. This cycle consists of alternating α-linked thiophene-3-ester and furan-3-ester repeat units, and was prepared in a single step using Suzuki-Miyaura cross-coupling of a 2-(thiophen-2-yl)furan monomer. The ester side groups help promote a syn conformation of the heterocycles, which enables formation of the macrocycle. Cyclic voltammetry studies revealed that C4TE4FE could undergo multiple oxidations, so treatment with SbCl
Identifiants
pubmed: 37038277
doi: 10.1002/chem.202300477
doi:
Substances chimiques
Thiophenes
0
Furans
0
Esters
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300477Subventions
Organisme : Directorate for Mathematical and Physical Sciences
ID : CHE-2109065
Organisme : Army Research Office
ID : W911NF-16-1-0053
Informations de copyright
© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
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