Synthesis and application of an efficient calix[4]arene-based anion receptor bearing imidazole groups for Cr(VI) anionic species

We synthesized the new calix[4]arene amines bearing two and four imidazole or tert-butylamine moieties (9a,b/10a,b) by the reaction of di- or tetra-tosylated calix[4]arene derivatives (7 and 8, respectively) with 1-(3-aminopropyl)imidazole and/or tert-butylamine, respectively. After the characteriza...

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Bibliographic Details
Published in:Tetrahedron 2012-06, Vol.68 (22), p.4182-4186
Main Authors: Tabakci, Mustafa, Tabakci, Begum, Beduk, A. Dincer
Format: Article
Language:English
Subjects:
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Amine
Anion receptor
Calixarene
Chemistry
Cr(VI) anionic species
Exact sciences and technology
Extraction
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Organic chemistry
Preparations and properties
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Summary:We synthesized the new calix[4]arene amines bearing two and four imidazole or tert-butylamine moieties (9a,b/10a,b) by the reaction of di- or tetra-tosylated calix[4]arene derivatives (7 and 8, respectively) with 1-(3-aminopropyl)imidazole and/or tert-butylamine, respectively. After the characterization of 9a,b/10a,b their extraction abilities toward Cr(VI) anionic species (CAS) was evaluated and compared by the liquid–liquid extraction method. The extraction results revealed that calix[4]arene amine having four imidazole groups (10a) was an efficient anion receptor for CAS. Moreover, the extraction of CAS by 10a in the presence of other anions such as Cl−, NO3−, and PO43− showed that 10a could be a selective anion receptor for CAS in the presence of those anions. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2012.03.103