Carbamate-appended Zn-porphyrin: a neutral receptor for anions

被引:14
作者
Kim, YH [1 ]
Hong, JI [1 ]
机构
[1] Seoul Natl Univ, Sch Chem & Mol Engn, Seoul 151742, South Korea
关键词
anion recognition; hydrogen bonding; metal-ligand interaction; Zn-porphyrin; carbamate;
D O I
10.1016/S0040-4039(00)00671-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new neutral anion receptor that contains a unique combination of an immobilized Lewis acidic binding site and carbamate groups enabling additional hydrogen bonds with a coordinated anion guest has been developed. UV-vis titration binding studies revealed the free-base porphyrin 1 and ZnTPP to be poor complexing agents for anions. In contrast, the zinc metalloporphyrin receptor 2 strongly bound anionic guests and selectivity trends turned out to be dependent upon the anion basicity and geometrical corn; plementarity between 2 and the guest. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4419 / 4423
页数:5
相关论文
共 30 条
[1]  
[Anonymous], 1997, SUPRAMOLECULAR CHEM
[2]  
COLLMAN JP, 1975, J AM CHEM SOC, V97, P1424
[3]   HOST-GUEST CHEMISTRY [J].
CRAM, DJ ;
CRAM, JM .
SCIENCE, 1974, 183 (4127) :803-809
[4]   DESIGN OF ANION RECEPTORS - APPLICATIONS [J].
DIETRICH, B .
PURE AND APPLIED CHEMISTRY, 1993, 65 (07) :1457-1464
[5]   3-DIMENSIONAL STRUCTURE OF THE CATALYTIC SUBUNIT OF PROTEIN SERINE/THREONINE PHOSPHATASE-1 [J].
GOLDBERG, J ;
HUANG, HB ;
KWON, YG ;
GREENGARD, P ;
NAIRN, AC ;
KURIYAN, J .
NATURE, 1995, 376 (6543) :745-753
[6]   SUPRAMOLECULAR CATALYSIS OF ADENOSINE-TRIPHOSPHATE SYNTHESIS IN AQUEOUS-SOLUTION MEDIATED BY A MACROCYCLIC POLYAMINE AND DIVALENT METAL-CATIONS [J].
HOSSEINI, MW ;
LEHN, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (07) :451-453
[7]   TRANSPORT-PROPERTIES OF ANION-SELECTIVE MEMBRANES BASED ON COBYRINATES AND METALLOPORPHYRIN COMPLEXES AS IONOPHORES [J].
HUSER, M ;
MORF, WE ;
FLURI, K ;
SEILER, K ;
SCHULTHESS, P ;
SIMON, W .
HELVETICA CHIMICA ACTA, 1990, 73 (05) :1481-1496
[8]   THERMODYNAMIC AND KINETIC DATA FOR MACROCYCLE INTERACTION WITH CATIONS AND ANIONS [J].
IZATT, RM ;
PAWLAK, K ;
BRADSHAW, JS ;
BRUENING, RL .
CHEMICAL REVIEWS, 1991, 91 (08) :1721-2085
[9]   Neutral ligands for selective chloride anion complexation:: (α,α,α,α)-5,10,15,20-tetrakis(2-(arylurea)phenyl)porphyrins [J].
Jagessar, RC ;
Shang, MY ;
Scheidt, WR ;
Burns, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (45) :11684-11692
[10]   ACCELERATION OF A PHOSPHATE DIESTER TRANSESTERIFICATION REACTION BY BIS(ALKYLGUANIDINIUM) RECEPTORS CONTAINING AN APPENDED GENERAL BASE [J].
JUBIAN, V ;
VERONESE, A ;
DIXON, RP ;
HAMILTON, AD .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (11) :1237-1239