Synthesis of thiophene-fused heptalenes by cycloaddition of azulenothiophenes with dimethyl acetylenedicarboxylate
Autor: | Yukino Ariga, Kota Miura, Shunji Ito, Taku Shoji, Masafumi Yasunami, Akari Yamazaki |
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Rok vydání: | 2020 |
Předmět: |
Dimethyl acetylenedicarboxylate
Multidisciplinary Bicyclic molecule 010405 organic chemistry lcsh:R lcsh:Medicine Organic chemistry Synthetic chemistry methodology 010402 general chemistry Photochemistry 01 natural sciences Article Cycloaddition Fluorescence spectroscopy 0104 chemical sciences Chemistry chemistry.chemical_compound chemistry Heptalene Thiophene Molecule lcsh:Q lcsh:Science Voltammetry |
Zdroj: | Scientific Reports Scientific Reports, Vol 10, Iss 1, Pp 1-7 (2020) |
ISSN: | 2045-2322 |
DOI: | 10.1038/s41598-020-69425-w |
Popis: | 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. |
Databáze: | OpenAIRE |
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