Journal
TETRAHEDRON LETTERS
Volume 59, Issue 45, Pages 3994-3998Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.09.053
Keywords
Azulene; Amide conformational preference; Molecular switch
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Funding
- Hoansha Foundation
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Aromatic amides bearing 2-azulenyl group on the amide nitrogen were synthesized and their structures were investigated. The pi-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. (C) 2018 Elsevier Ltd. All rights reserved.
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