2006Supramolecular chemistryRequires access

Design, Syntheses and Extraction Properties of NovelBis-calix[4]arene andTris-calix[4]arene Containing Two Kinds of Calix[4]arene Derivative Units

Fafu Yang, Yanqing Ji, Linlu Zheng, Hongyu Guo, Jianrong Lin

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Abstract

By condensation of calix[4]arene 1,3-bis-hydrazide derivative 5 and calix[4]arene mono-benzaldehyde derivative 2, and then intramolecular bridging with triethylene glycol ditosylates, two novel tris-calix[4]arenes 6 and 7 containing two kinds of calix[4]arene derivative units were prepared in reasonable yield. When reacting compound 5 with calix[4]arene 1,3-bis-benzaldehyde derivative 3, novel bis-calix[4]arene 8 containing two different calix[4]arene derivative units was obtained in high yield. The extraction experiments showed that the new hosts 6, 7 and 8 possessed excellent complexation abilities towards metal cations and α-amino acids. Tris-calix[4]arene 7 showed good complexation selectivity towards Ag+ and basic α-amino acid.

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What this paper is about

By condensation of calix[4]arene 1,3-bis-hydrazide derivative 5 and calix[4]arene mono-benzaldehyde derivative 2, and then intramolecular bridging with triethylene glycol ditosylates, two novel tris-calix[4]arenes 6 and 7 containing two kinds of calix[4]arene derivative units were prepared in reasonable yield. When reacting compound 5 with calix[4]arene 1,3-bis-benzaldehyde derivative 3, novel bis-calix[4]arene 8 containing two different calix[4]arene derivative units was obtained in high yield. The extraction experiments showed that the new hosts 6, 7 and 8 possessed excellent complexation abilities towards metal cations and α-amino acids. Tris-calix[4]arene 7 showed good complexation selectivity towards Ag+ and basic α-amino acid.

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Available abstract

By condensation of calix[4]arene 1,3-bis-hydrazide derivative 5 and calix[4]arene mono-benzaldehyde derivative 2, and then intramolecular bridging with triethylene glycol ditosylates, two novel tris-calix[4]arenes 6 and 7 containing two kinds of calix[4]arene derivative units were prepared in reasonable yield. When reacting compound 5 with calix[4]arene 1,3-bis-benzaldehyde derivative 3, novel bis-calix[4]arene 8 containing two different calix[4]arene derivative units was obtained in high yield. The extraction experiments showed that the new hosts 6, 7 and 8 possessed excellent complexation abilities towards metal cations and α-amino acids. Tris-calix[4]arene 7 showed good complexation selectivity towards Ag+ and basic α-amino acid.

Key concepts: Chemistry, Calixarene, Derivative (finance), Benzaldehyde, Tris, Hydrazide, Yield (engineering), Medicinal chemistry

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Design, Syntheses and Extraction Properties of NovelBis-calix[4]arene andTris-calix[4]arene Containing Two Kinds of Calix[4]arene Derivative Units — Research Paper | ScholarLens