PYRIDINE-ARMED DIAZA-CROWN ETHERS - MOLECULAR DESIGN OF EFFECTIVE SYNTHETIC IONOPHORES

被引：70

作者：

TSUKUBE, H ^{[1
]}

YAMASHITA, K ^{[1
]}

IWACHIDO, T ^{[1
]}

ZENKI, M ^{[1
]}

机构：

[1] OKAYAMA UNIV,FAC SCI,DEPT CHEM,OKAYAMA 700,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 01期

关键词：

D O I：

10.1021/jo00001a051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of double-armed diaza-crown ethers were examined as synthetic ionophores in which pyridine- and quinoline-functionalized arms were attached as secondary donor sites. Binding constant determinations and C-13 NMR titration experiments revealed that introduction of a pyridine-functionalized arm, if in the proper geometrical arrangement, significantly enhanced complex stabilities for divalent metal cations via three-dimensional encapsulation. In a CH2Cl2 liquid membrane transport system, some pyridine-armed diaza-crown ethers exhibited unique and excellent transport abilities for transition-metal cations as well as for alkali and alkaline earth cations. Since these transport profiles differed greatly from those observed with conventional crown ethers, the present study offers new possibilities for designing novel types of synthetic ionophores.

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页码：268 / 272

页数：5

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共 33 条

[1] SYNTHESIS AND REACTIVITY OF COBALT(III) COMPLEXES BEARING PRIMARY-SIDE AND SECONDARY-SIDE CYCLODEXTRIN BINDING-SITES - A TALE OF 2 CDS [J].

AKKAYA, EU ;

CZARNIK, AW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (25) :8553-8554

[2] INTERLOCKED MACROCYCLIC LIGANDS - A KINETIC CATENAND EFFECT IN COPPER(I) COMPLEXES [J].

ALBRECHTGARY, AM ;

SAAD, Z ;

DIETRICHBUCHECKER, CO ;

SAUVAGE, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (11) :3205-3209

[3] PREPARATION OF 1,4,8,11-TETRAKIS(2-PYRIDYLMETHYL)-1,4,8,11-TETRA-AZACYCLOTETRADECANE (L1) AND A BINUCLEAR COMPLEX WITH COPPER(II) - X-RAY STRUCTURE OF [CU2L1BR2][CLO4]2 [J].

ALCOCK, NW ;

BALAKRISHNAN, KP ;

MOORE, P .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1986, (08) :1743-1745

[4] SYNTHESIS AND COORDINATION CHEMISTRY OF 1-(2',2''-BIPYRIDYL-6'-YLMETHYL)-1,4,7-TRIAZACYCLONONANE, A PENTA-AZAMACROCYCLE BASED ON A TRIAZAMACROCYCLE WITH A SINGLE PENDENT COORDINATING BIPYRIDYL GROUP [J].

ALCOCK, NW ;

MCLAREN, F ;

MOORE, P ;

PIKE, GA ;

ROE, SM .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (10) :629-632

[5] ENERGY-TRANSFER LUMINESCENCE OF EUROPIUM(III) AND TERBIUM(III) CRYPTATES OF MACROBICYCLIC POLYPYRIDINE LIGANDS [J].

ALPHA, B ;

LEHN, JM ;

MATHIS, G .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (03) :266-267

[6] MOLECULAR RECOGNITION OF BIOLOGICALLY INTERESTING SUBSTRATES - SYNTHESIS OF AN ARTIFICIAL RECEPTOR FOR BARBITURATES EMPLOYING 6 HYDROGEN-BONDS [J].

CHANG, SK ;

HAMILTON, AD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1318-1319

[7] CONTROL OF METAL-ION SELECTIVITY IN LIGANDS CONTAINING NEUTRAL OXYGEN AND PYRIDYL GROUPS [J].

DAMU, KV ;

SHAIKJEE, MS ;

MICHAEL, JP ;

HOWARD, AS ;

HANCOCK, RD .

INORGANIC CHEMISTRY, 1986, 25 (22) :3879-3883

[8] CATION-TRANSPORT USING ANTHRAQUINONE-DERIVED LARIAT ETHERS AND PODANDS - THE 1ST EXAMPLE OF ELECTROCHEMICALLY SWITCHED ON OFF ACTIVATION DEACTIVATION [J].

ECHEGOYEN, LE ;

YOO, HK ;

GATTO, VJ ;

GOKEL, GW ;

ECHEGOYEN, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (07) :2440-2443

[9] STABILITY CONSTANTS OF CYCLIC POLYETHER COMPLEXES WITH UNIVALENT CATIONS [J].

FRENSDORFF, HK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (03) :600-+

[10] SYNTHESES OF CALCIUM-SELECTIVE, SUBSTITUTED DIAZA-CROWN ETHERS - A NOVEL, ONE-STEP FORMATION OF BIBRACCHIAL LARIAT ETHERS (BIBLES) [J].

GATTO, VJ ;

GOKEL, GW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (26) :8240-8244

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