Synthesis and metal ion recognition properties of a novel chiral calix[4](azoxa)crown-7

被引：22

作者：

Sirit, A ^{[1
]}

Kocabas, E ^{[1
]}

Memon, S ^{[1
]}

Karakucuk, A ^{[1
]}

Yilmaz, M ^{[1
]}

机构：

[1] Selcuk Univ, Dept Chem, TR-42031 Konya, Turkey

来源：

SUPRAMOLECULAR CHEMISTRY | 2005年 / 17卷 / 03期

关键词：

calix[4]arene; chirality; azoxacrown ether; solvent extraction;

D O I：

10.1080/10610270412331337321

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel chiral calix[4](azoxa)crown-7 (9) has been synthesized and its metal ion recognition properties investigated. The starting reagents, chiral diamine 5 and calix[4]arene diacid chloride derivative 8, were prepared according to literature methods. H-1 and C-13 NMR data show that 9 exists in a cone conformation. In liquid-liquid extraction experiments, 9 exhibits selectivity for Li+ among the other alkali metals and a good extraction ability for transition metal cations, suggesting its potential use in different fields, such as a sensor for ions as well as for chiral molecules.

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收藏

页码：251 / 256

页数：6

相关论文

共 52 条

[1] Synthesis, structure and complexing properties of new calix[4](aza)crowns [J].

Abidi, R ;

Oueslati, I ;

Amri, H ;

Thuéry, P ;

Nierlich, M ;

Asfari, Z ;

Vicens, J .

TETRAHEDRON LETTERS, 2001, 42 (09) :1685-1689

[2] AN IMPROVED, CONVENIENT PROCEDURE FOR REDUCTION OF AMINO-ACIDS TO AMINOALCOHOLS - USE OF NABH4-H2SO4 [J].

ABIKO, A ;

MASAMUNE, S .

TETRAHEDRON LETTERS, 1992, 33 (38) :5517-5518

[3]

BARTSCH RA, 1996, ACS S SERIES

[4] Synthesis of chiral 1,3-calix[4](crown-6) ethers as potential mediators for asymmetric recognition processes [J].

Bitter, I ;

Köszegi, É ;

Grün, A ;

Bakó, P ;

Pál, K ;

Grofcsik, A ;

Kubinyi, M ;

Balázs, B ;

Tóth, G .

TETRAHEDRON-ASYMMETRY, 2003, 14 (08) :1025-1035

[5] Inherently chiral α-picolyloxy-p-tert-butylcalix[5]arene crown ethers:: Synthesis, structure proof, and enantioselective HPLC resolution [J].

Caccamese, S ;

Notti, A ;

Pappalardo, S ;

Parisi, MF ;

Principato, G .

TETRAHEDRON, 1999, 55 (17) :5505-5514

[6]

Casnati A, 2001, CALIXARENES 2001, P365

[7] SYNTHESIS, COMPLEXATION, AND MEMBRANE-TRANSPORT STUDIES OF 1,3-ALTERNATE CALIX[4]ARENE-CROWN-6 CONFORMERS - A NEW CLASS OF CESIUM SELECTIVE IONOPHORES [J].

CASNATI, A ;

POCHINI, A ;

UNGARO, R ;

UGOZZOLI, F ;

ARNAUD, F ;

FANNI, S ;

SCHWING, MJ ;

EGBERINK, RJM ;

DEJONG, F ;

REINHOUDT, DN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (10) :2767-2777

[8] THE FORMATION OF COMPLEXES BETWEEN AZA DERIVATIVES OF CROWN ETHERS AND PRIMARY ALKYLAMMONIUM SALTS .7. CHIRAL DERIVATIVES OF AZA CROWN ETHERS [J].

CHADWICK, DJ ;

CLIFFE, IA ;

SUTHERLAND, IO ;

NEWTON, RF .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1707-1717

[9] Charged cyclodextrin derivatives as chiral selectors in capillary electrophoresis [J].

Chankvetadze, B ;

Endresz, G ;

Blaschke, G .

CHEMICAL SOCIETY REVIEWS, 1996, 25 (02) :141-&

[10] First synthesis of bridged and double calixsugars [J].

Dondoni, A ;

Hu, XB ;

Marra, A ;

Banks, HD .

TETRAHEDRON LETTERS, 2001, 42 (19) :3295-3298

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