Rotational isomerism involving an acetylenic carbon. Part 5: Restricted rotation about acetylenic axis in sterically crowded bis(1-phenyl-9-anthryl)ethynes |
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| Authors: | Shinji Toyota Toshiaki Makino |
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| Institution: | Department of Chemistry, Faculty of Science, Okayama University of Science, Ridaicho, Okayama 700-0005, Japan |
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| Abstract: | The title sterically crowded di-9-anthrylethyne derivative with 3,5-iPr2-phenyl groups at 1-position showed a barrier to rotation about the acetylenic axis of 18.0 kcal mol−1 based on a dynamic NMR study, which is an extremely high value for acyclic diarylethynes. The mechanism of the dynamic stereochemistry and the substituent effect on the rotational barrier are discussed. |
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| Keywords: | dynamic stereochemistry sterically crowded alkynes restricted rotation dynamic NMR X-ray analysis |
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