[1+1] and [2+2] crown ethers derived from N,N-bis(2-hydroxyalkylbenzyl)alkylamine and their inclusion phenomena with metal ions |
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Authors: | Thitiporn Rungsimanon Apirat Laobuthee Mikiji Miyata Suwabun Chirachanchai |
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Affiliation: | 1. The Petroleum and Petrochemical College, Chulalongkorn University, Bangkok, 10330, Thailand 2. Department of Materials Engineering, Faculty of Engineering, Kasetsart University, Bangkok, 10900, Thailand 3. Department of Material and Life Science, Graduate School of Engineering, Osaka University, Suita, Osaka, 565-0871, Japan
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Abstract: | N,N-bis(2-hydroxyalkylbenzyl)alkylamine (HBA) is a derivative obtained from a single time ring opening of benzoxazines. For HBA with methyl group at ortho and para positions, and at N atom, the reaction between this derivative and ditosylated compound gives [1+1] dibenzo-monoaza-crowns. For HBA without methyl group at ortho position, the compound gives [2+2] macrocyclic ethers. The studies on inclusion phenomena using Pedersen’s and molar ratio techniques clarify the alkali metal ion guest inclusion to be 2:1 for [2+2] and 5:2 for [1+1] macrocycles. |
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