Measuring Antiaromaticity by an Analysis of Ring Current and Coupling Constant changes in a Cyclopentadienone-Fused Dihydropyrene
| العنوان: | Measuring Antiaromaticity by an Analysis of Ring Current and Coupling Constant changes in a Cyclopentadienone-Fused Dihydropyrene |
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| المؤلفون: | Rui Zhang, Reginald H. Mitchell, David J. Berg, Wei Fan |
| المصدر: | Journal of the American Chemical Society. 127:16251-16254 |
| بيانات النشر: | American Chemical Society (ACS), 2005. |
| سنة النشر: | 2005 |
| مصطلحات موضوعية: | Coupling constant, Stereochemistry, Chemistry, General Chemistry, Nuclear magnetic resonance spectroscopy, Annulene, Photochemistry, Biochemistry, Catalysis, Electron localization function, chemistry.chemical_compound, Colloid and Surface Chemistry, Electron affinity, Ionization energy, Benzene, Antiaromaticity |
| الوصف: | The synthesis of the chloro- and parent cyclopentadienone-fused dihydropyrenes 10 and 7 are reported. Analysis of coupling constants, and chemical shift changes between these and the nonconjugated dihydro derivatives 11 and 8, and between the benzannulene 4 and the parent annulene 12, indicates without doubt that cyclopentadienone is behaving as an antiaromatic 4n-pi system and that in its effect on the ring current of 12, cyclopentanedienone has about 80% of the effect of benzene. This is the first time that a suitable probe has been used to estimate the relative ability of a 4n-pi system to bond localize the probe in comparison to the (4n + 2)-pi system benzene. |
| تدمد: | 1520-5126 0002-7863 |
| DOI: | 10.1021/ja055356v |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::592fb34d89c18b4caebec6a1d9982bca https://doi.org/10.1021/ja055356v |
| رقم الانضمام: | edsair.doi.dedup.....592fb34d89c18b4caebec6a1d9982bca |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15205126 00027863 |
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| DOI: | 10.1021/ja055356v |