Conformational analysis of N-aryl-N-(2-azulenyl)acetamides |
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| Authors: | Ai Ito Takamasa Amaki Ayako Ishii Kazuo Fukuda Ryu Yamasaki Iwao Okamoto |
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| Affiliation: | Showa Pharmaceutical University, 3-3165, Higashi-Tamagawagakuen, Machida, Tokyo 195-8543, Japan |
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| Abstract: | Aromatic amides bearing 2-azulenyl group on the amide nitrogen were synthesized and their structures were investigated. The π-electron density of the N-aryl group was found to influence the cis-trans conformational preferences of these compounds in solution. X-ray crystallography revealed that the plane of the 2-azulenyl ring has a strong tendency to lie coplanar with the amide plane when the azulene group is located on the same side as the amide oxygen atom. |
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| Keywords: | Azulene Amide conformational preference Molecular switch |
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