synthesis and spectroscopic characterization of new schiff bases containing the benzo-15-crown-5 moiety合成和光谱特征的新希夫碱基包含benzo-15-crown-5一半.pdf

Molecules 2004, 9, 860-866 molecules ISSN 1420-3049 Synthesis and Spectroscopic Characterization of New Schiff Bases Containing the Benzo-15-Crown-5 Moiety Zeliha Hayvalı 1,*, Mustafa Hayvalı 1 and Hakan Dal 2 1Ankara University, Department of Chemistry, Faculty of Science, 06100, Tandoğan, Ankara, Turkey. 2Anadolu University, Department of Chemistry, Faculty of Science, Eskişehir, Turkey. * Author to whom correspondence should be addressed; e-mail: zhayvali@.tr; Tel: (+90) 3122126720. Received: 4 June 2004 / Accepted: 19 July 2004 / Published: 30 September 2004 Abstract: New crown ether Schiff base derivatives were prepared by the condensation of 4’-formylbenzo-15-crown-5 or 4’-formyl-5’-hydroxybenzo-15-crown-5 with 1,2-bis(2- aminophenoxy)ethane. The structures of these new compounds were confirmed on the basis of elemental analysis, IR, 1H- and 13C-NMR, UV-Vis and mass spectroscopic data. Keywords: Crown ether, Schiff base, Spectroscopy. Introduction Macrocyclic polyethers like crown ethers have received much attention in the last few years, both in chemistry and in biology [1-3]. Some crown ethers play an important role in membrane separation processes [4], fibre optic chemical sensor properties [5] and phase transfer catalysis [6,7]. In addition, owing to the recognition of the complexation properties of macrocyclic polyethers with alkali, alkaline-earth metal cations and uncharged organic molecules, considerable work has been done in the macrocyclic polyethers area [8-10]. Crown ethers featuring sali