A simple, effective, and selective synthesis route without template effect (part II) for [2+2] difunctional 28-membered macrocyclic ethers based on benzoxazine dimers and its inclusion phenomena with metal ions

被引:16
作者
Chirachanchai, S [1 ]
Phongtamrug, S [1 ]
Laobuthee, A [1 ]
机构
[1] Chulalongkorn Univ, Petr & Petrochem Coll, Bangkok 10330, Thailand
关键词
D O I
10.1246/cl.2003.432
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A macrocyclic ether produced from benzoxazine dimers and ditosylated diethylene glycols is a model to show that the cyclization occurs when intramolecular hydrogen bond of benzoxazine dimer is eliminated in the strong basic condition via a selective [2 + 2] pathway without metal template effect. Macrocyclic ethers perform inclusion phenomena at host-guest stoichiometric ratios of 1:1, and 2:1 depending on the type of metal ion, as clarified by UV and H-1 NMR.
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页码:432 / 433
页数:2
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