Synthesis and binding property of a novel tripodal hexadentate ligand having catechol moieties

被引:12
作者
Hayashi, M [1 ]
Hiratani, K [1 ]
Kina, SI [1 ]
Ishii, M [1 ]
Saigo, K [1 ]
机构
[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, Bunkyo Ku, Tokyo 1138656, Japan
关键词
host compound; ionophore; rearrangement; iron and compounds;
D O I
10.1016/S0040-4039(98)01278-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel tripodal hexadentate ligand, consisting of three catechol units, three isobutenyl ether arms, and one aromatic core, was synthesized through four steps, in which the Claisen rearrangement was included as the key step. The hexadentate ligand formed a 1:1 complex with iron(III) trichloride hexahydrate with an equilibrium constant (conditional) of 6.3 x 10(4) M-1 in acetonitrile in the presence of 2,4,6-trimethylpyridine. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6211 / 6214
页数:4
相关论文
共 7 条
[1]   DESIGN AND SYNTHESIS OF ARTIFICIAL SIDEROPHORES - LYSINE-BASED TRISCATECHOLATE LIGANDS AS A MODEL FOR ENTEROBACTIN [J].
AKIYAMA, M ;
IKEDA, T .
CHEMISTRY LETTERS, 1995, (09) :849-850
[2]  
BERGERON RJ, 1992, DEV IRON CHELATORS C
[3]  
DUNFORD HB, 1981, BIOL CHEM IRON, P85
[4]  
HIRATANI K, 1995, TETRAHEDRON LETT, V36, P5567
[5]   Tandem claisen rearrangement: A novel, one-step synthesis of calixarene analogues from macrocyclic polyethers [J].
Hiratani, K ;
Kasuga, K ;
Goto, M ;
Uzawa, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (51) :12677-12678
[6]  
VILLIERAS J, ORG SYNTH COLL, V8, P265
[7]  
Winkelmann G., 1991, Handbook of Microbial Iron Chelates