SYNTHESIS AND COMPLEXING PROPERTIES OF A DOUBLE-CALIX[4]ARENE CROWN-ETHER

被引：85

作者：

ASFARI, Z ^{[1
]}

ABIDI, R ^{[1
]}

ARNAUD, F ^{[1
]}

VICENS, J ^{[1
]}

机构：

[1] EHICS,CNRS,URA 405,1 RUE BLAISE PASCAL,F-67008 STRASBOURG,FRANCE

来源：

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1992年 / 13卷 / 02期

关键词：

CALIX[4]ARENE; COMPLEXATION OF ALKALI CATIONS; STABILITY CONSTANTS; BIPHASIC TRANSFER;

D O I：

10.1007/BF01053640

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treatment of p-tert-butylcalix[4]arene with tetraethyleneglycol ditosylate in the presence of potassium carbonate in acetonitrile afforded the first example of a double-calixcrown (1) in 52% yield. The double-calixcrown (1) was shown to form 1:1 complexes with potassium and rubidium picrates in the solid state and in solution in chloroform. The stability constants of the alkali complexes have been determined in acetonitrile, as well as the phase transfer parameters from water to dichloromethane.

引用

页码：163 / 169

页数：7

共 12 条

[1] SYNTHESIS, AND X-RAY CRYSTAL AND MOLECULAR-STRUCTURE OF A NOVEL MACROBICYCLIC LIGAND - CROWNED PARA-TERT-BUTYL-CALIX[4]ARENE [J].

ALFIERI, C ;

DRADI, E ;

POCHINI, A ;

UNGARO, R ;

ANDREETTI, GD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (19) :1075-1077

[2] SYNTHESIS, X-RAY CRYSTAL-STRUCTURES, AND CATION-BINDING PROPERTIES OF ALKYL CALIXARYL ESTERS AND KETONES, A NEW FAMILY OF MACROCYCLIC MOLECULAR RECEPTORS [J].

ARNAUDNEU, F ;

COLLINS, EM ;

DEASY, M ;

FERGUSON, G ;

HARRIS, SJ ;

KAITNER, B ;

LOUGH, AJ ;

MCKERVEY, MA ;

MARQUES, E ;

RUHL, BL ;

SCHWINGWEILL, MJ ;

SEWARD, EM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8681-8691

[3] SYNTHESIS, X-RAY CRYSTAL-STRUCTURE AND CATION BINDING-PROPERTIES OF A TETRAHOMODIOXACALIX[4]ARENE TETRAESTER [J].

ARNAUDNEU, F ;

CREMIN, S ;

CUNNINGHAM, D ;

HARRIS, SJ ;

MCARDLE, P ;

MCKERVEY, MA ;

MCMANUS, M ;

SCHWINGWEILL, MJ ;

ZIAT, K .

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1991, 10 (03) :329-339

[4]

CRAM DJ, 1988, CHEM SCRIPTA, V28, P263

[5] KINETICALLY STABLE COMPLEXES OF ALKALI CATIONS WITH RIGIDIFIED CALIX[4]ARENES - SYNTHESIS, X-RAY STRUCTURES, AND COMPLEXATION OF CALIXCROWNS AND CALIXSPHERANDS [J].

DIJKSTRA, PJ ;

BRUNINK, JAJ ;

BUGGE, KE ;

REINHOUDT, DN ;

HARKEMA, S ;

UNGARO, R ;

UGOZZOLI, F ;

GHIDINI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) :7567-7575

[6] COMPLEXATION OF ALKALI-METAL CATIONS BY CONFORMATIONALLY RIGID, STEREOISOMERIC CALIX[4]ARENE CROWN ETHERS - A QUANTITATIVE-EVALUATION OF PREORGANIZATION [J].

GHIDINI, E ;

UGOZZOLI, F ;

UNGARO, R ;

HARKEMA, S ;

ABUELFADL, A ;

REINHOUDT, DN .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (19) :6979-6985

[7]

Gutsche C.D., 1989, ORG SYNTH, V68, P234

[8]

Gutsche CD, 1991, CALIXARENES VERSATIL

[9] REMARKABLE METAL TEMPLATE EFFECTS ON SELECTIVE SYNTHESES OF PARA-TERT-BUTYLCALIX[4]ARENE CONFORMERS [J].

IWAMOTO, K ;

FUJIMOTO, K ;

MATSUDA, T ;

SHINKAI, S .

TETRAHEDRON LETTERS, 1990, 31 (49) :7169-7172

[10] THERMODYNAMIC AND KINETIC DATA FOR CATION MACROCYCLE INTERACTION [J].

IZATT, RM ;

BRADSHAW, JS ;

NIELSEN, SA ;

LAMB, JD ;

CHRISTENSEN, JJ .

CHEMICAL REVIEWS, 1985, 85 (04) :271-339

← 1 2 →