冠醚化合物的合成(ⅩⅤ)——羟基冠醚的合成及其异构体分离

The Synthesis of Crown Ethers (XV)——Synthesis of Hydroxy Crown Ethers and Separation of Their Cis-trans Isomers

羟基冠醚作为碱金属阳离子的载体显示出极好的性能,它们还可以转化成双冠醚、套索冠醚和具有高络合能力的碳桥三维空间的大环聚醚等许多衍生物,近年来对羟基冠醚及其衍生物的合成和应用研究十分活跃。 本工作以邻苯二酚为原料合成了高产率的中间体A——1,1-(邻苯)-双-(2,3-环氧丙基)

Eight symmetrical and asymmetrical dibenzo hydroxy crown ethers were synthesized via the reaction of 1, 1'-(o-phenyl enedioxy)bis(2, 3-epoxyprop) ether with catechol and alkyl substituted catechol (for example, 3,5-ditert-butyl catechol and saturated urushiol) in good yields, and their cis-trans isomers were easily separated by column chromatography and crystallization. The structure of the new compounds were determined by IR, 1H NMR, MS, elementary analysis.