Journal
TETRAHEDRON LETTERS
Volume 52, Issue 52, Pages 7067-7070Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.10.071
Keywords
Chain-growth condensation polymerization; Aromatic peptide; Poly(m-benzamide); Hydrogen bond; Macrocycles
Categories
Funding
- Ministry of Education, Science, Sport and Culture, Japan
- Grants-in-Aid for Scientific Research [23550140] Funding Source: KAKEN
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Chain-growth condensation polymerization of 3-(4-octyloxybenzylamino)benzoic acid esters bearing an alkoxy group on the benzene ring was investigated for the synthesis of polyamides having a specific conformation owing to intramolecular hydrogen bonding of CONH center dot center dot center dot OR. The 4-octyloxybenzyl group on the nitrogen of the amide linkage was easily removed with trifluoroacetic acid after polymerization to afford the desired polyamides, which had lower solubility than expected. Furthermore, we found that a cyclic triamide was selectively obtained by slow addition of the base to a solution of the monomer. (C) 2011 Elsevier Ltd. All rights reserved.
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