Synthesis of calix[4] crowns containing soft donor atoms and a study of their metal-cation binding properties:: highly selective receptors for Cu2+

被引:26
作者
Ashram, M [1 ]
机构
[1] Mu Tah Univ, Dept Chem, Al Karak, Jordan
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 10期
关键词
D O I
10.1039/b205436a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new calix[4]arenethiacrown derivatives 1 and 2 in the cone conformation were synthesized by two different pathways in good yield. Their complexation properties toward alkali, alkaline earth and transition metal cations were studied in acetonitrile at 298.15 K using a conductometric titration technique. The selectivity for Cu2+ over other cations with these novel ligands was excellent.
引用
收藏
页码:1662 / 1668
页数:7
相关论文
共 22 条
[1]   Synthesis of two calix[4]arenes in 1,3-alternate conformation containing hard and soft ion binding sites. [J].
Aeungmaitrepirom, W ;
Asfari, Z ;
Vicens, J .
TETRAHEDRON LETTERS, 1997, 38 (11) :1907-1910
[2]   MOLECULAR INCLUSION IN FUNCTIONALIZED MACROMOLECULES .15. PARA-TERT-BUTYLCALIX[4]ARENE TETRA-ACETAMIDE - A NEW STRONG RECEPTOR FOR ALKALI CATIONS [J].
ARDUINI, A ;
GHIDINI, E ;
POCHINI, A ;
UNGARO, R ;
ANDREETTI, GD ;
CALESTANI, G ;
UGOZZOLI, F .
JOURNAL OF INCLUSION PHENOMENA, 1988, 6 (02) :119-134
[3]   CATION COMPLEXATION BY CHEMICALLY-MODIFIED CALIXARENES .5. PROTONATION CONSTANTS FOR CALIXARENE CARBOXYLATES AND STABILITY-CONSTANTS OF THEIR ALKALI AND ALKALINE-EARTH COMPLEXES [J].
ARNAUDNEU, F ;
BARRETT, G ;
HARRIS, SJ ;
OWENS, M ;
MCKERVEY, MA ;
SCHWINGWEILL, MJ ;
SCHWINTE, P .
INORGANIC CHEMISTRY, 1993, 32 (12) :2644-2650
[4]   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
[5]  
ArnaudNeu F, 1996, NEW J CHEM, V20, P453
[6]   Cation complexation by chemically modified calixarenes .10. Thioamide derivatives of p-tert-butylcalix[4]-, [5]- and, [6]-arenes with selectivity for copper, silver, cadmium and lead. X-ray molecular structures of calix[4]arene thioamide-lead(II) and calix[4]arene amide-copper(II) complexes [J].
ArnaudNeu, F ;
Barrett, G ;
Corry, D ;
Cremin, S ;
Ferguson, G ;
Gallagher, JF ;
Harris, SJ ;
McKervey, MA ;
SchwingWeill, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (03) :575-579
[7]  
Beer P. D., 1999, SUPRAMOLECULAR CHEM
[8]   SYNTHESIS, H-1-NMR, C-13 NMR-SPECTRA AND CONFORMATIONAL PREFERENCE OF OPEN-CHAIN LIGANDS ON LIPOPHILIC MACROCYCLES [J].
BOCCHI, V ;
FOINA, D ;
POCHINI, A ;
UNGARO, R ;
ANDREETTI, GD .
TETRAHEDRON, 1982, 38 (03) :373-378
[9]   Complexation of calixarene derivatives and lanthanide cations in nonaqueous media [J].
de Namor, AFD ;
Jafou, O .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (33) :8018-8027
[10]   Thermodynamics of complexation of a lower rim calix(4)arene ketone derivative and the sodium cation in N,N-dimethylformamide/acetonitrile mixtures. [J].
de Namor, AFD ;
Kowalska, D ;
Marcus, Y ;
Villanueva-Salas, J .
JOURNAL OF PHYSICAL CHEMISTRY B, 2001, 105 (31) :7542-7549