Do Phenyl Substituents Affect the Properties of Azobenzocrown Derivatives?
azobenzocrown
azoxymacrocycle
photorearrangement
tautomerism
thermochemistry
Journal
ChemPlusChem
ISSN: 2192-6506
Titre abrégé: Chempluschem
Pays: Germany
ID NLM: 101580948
Informations de publication
Date de publication:
Jun 2023
Jun 2023
Historique:
revised:
09
05
2023
received:
11
04
2023
medline:
19
5
2023
pubmed:
19
5
2023
entrez:
19
5
2023
Statut:
ppublish
Résumé
New products of photo- and thermal rearrangements of 19-membered azoxybenzocrown with phenyl substituents in benzene rings in the para positions to oligooxyethylene fragments are characterized in this work. The yields of photochemical transformations depend on the solvent. Para-hydroxyazocrown is formed with yields over 50 % in propan-2-ol. Ortho-hydroxyazobenzocrown is obtained with yields up to 70 % in toluene/acetic acid mixture. Macrocyclic Ph-20-ester is obtained in yield 90 % under thermochemical rearrangement conditions. Structure of new hydroxyazobenzocrowns and also atypical product of rearrangements, 20-membered ester, was confirmed by X-ray diffraction analysis. Azophenol
Identifiants
pubmed: 37203359
doi: 10.1002/cplu.202300175
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300175Subventions
Organisme : Faculty of Chemistry, Gdańsk University of Technology
ID : 035376
Organisme : Faculty of Chemistry, Gdańsk University of Technology
ID : 036276
Organisme : Gdańsk University of Technology
ID : DEC-2/2021/IDUB/V.6/Si
Informations de copyright
© 2023 Wiley-VCH GmbH.
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