Synthesis of thiophene-fused heptalenes by cycloaddition of azulenothiophenes with dimethyl acetylenedicarboxylate

Heptalene has a fused structure of two cycloheptatrienes which is one of the non-aromatic bicyclic molecules with a 12π-electronic structure. We report herein the synthesis of thiophene-fused heptalene derivatives from the corresponding azulenothiophenes via cycloaddition reaction with dimethyl acet...

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Bibliographic Details
Published in:Scientific reports 2020-07, Vol.10 (1), p.12477-12477, Article 12477
Main Authors: Shoji, Taku, Miura, Kota, Ariga, Yukino, Yamazaki, Akari, Ito, Shunji, Yasunami, Masafumi
Format: Article
Language:English
Subjects:
639/638
639/638/403
639/638/403/933
Electrochemistry
Experiments
Fluorescence spectroscopy
Humanities and Social Sciences
Hydrocarbons
multidisciplinary
Oxidation
Science
Science (multidisciplinary)
Structural analysis
Voltammetry
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Summary:Heptalene has a fused structure of two cycloheptatrienes which is one of the non-aromatic bicyclic molecules with a 12π-electronic structure. We report herein the synthesis of thiophene-fused heptalene derivatives from the corresponding azulenothiophenes via cycloaddition reaction with dimethyl acetylenedicarboxylate. Their structure was clarified by single-crystal X-ray structural analysis. The electronic properties of the thiophene-fused heptalenes obtained by this study were characterized by UV/Vis and fluorescence spectroscopy measurements. The electrochemical features of these derivatives were also examined by voltammetry and spectroelectrochemical experiments.
ISSN:2045-2322
2045-2322
DOI:10.1038/s41598-020-69425-w