Electrochemical recognition of cations by bis(pyrrolo)tetrathiafulvalene macrocycles

被引:81
作者
Trippé, G
Levillain, E
Le Derf, F
Gorgues, A
Sallé, M
Jeppesen, JO
Nielsen, K
Becher, J
机构
[1] Univ Angers, CNRS, UMR 6501, Lab Ingn Mol & Mat Organ, F-49045 Angers, France
[2] Odense Univ, Univ So Denmark, Dept Chem, DK-5230 Odense M, Denmark
关键词
D O I
10.1021/ol0260829
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHIC] Tetrathiafulvalene redox-responsive ligands devoid of cis/trans isomerism containing the electroactive bis(pyrrolo[3,4-d])tetrathiafulvalene moiety and polyether subunits have been synthesized. One ligand exhibits high binding affinities for Pb2+ and Ba2+ cations as shown by independent methods (H-1 NMR, UV-vis spectroscopy, and cyclic voltammetry). The ability of this receptor to electrochemically recognize Pb2+ and Ba2+ is shown by cyclic voltammetry.
引用
收藏
页码:2461 / 2464
页数:4
相关论文
共 43 条
[1]   Prototype of an optically responsive molecular switch based on pseudorotaxane [J].
Asakawa, M ;
Iqbal, S ;
Stoddart, JF ;
Tinker, ND .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1996, 35 (09) :976-978
[2]   Tetrathiafulvalene-containing pseudorotaxanes formed between dibenzylammonium salts and crown ethers [J].
Ashton, PR ;
Becher, J ;
Fyfe, MCT ;
Nielsen, MB ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
TETRAHEDRON, 2001, 57 (06) :947-956
[3]  
ATWOOD JL, 1996, COMPREHENSIVE SUPRAM, V1
[4]   Tetrathiafulvalenenaphthalenophanes:: Planar chirality and cis/trans photoisomerization [J].
Ballardini, R ;
Balzani, V ;
Becher, J ;
Di Fabio, A ;
Gandolfi, MT ;
Mattersteig, G ;
Nielsen, MB ;
Raymo, FM ;
Rowan, SJ ;
Stoddart, JF ;
White, AJP ;
Williams, DJ .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (13) :4120-4126
[5]   Tetrathiafulvalene-phenanthroline macrocycles as redox responsive sensors for metal ions [J].
Bang, KS ;
Nielsen, MB ;
Zubarev, R ;
Becher, J .
CHEMICAL COMMUNICATIONS, 2000, (03) :215-216
[6]   Mechanisms of electrochemical recognition of cations, anions and neutral guest species by redox-active receptor molecules [J].
Beer, PD ;
Gale, PA ;
Chen, GZ .
COORDINATION CHEMISTRY REVIEWS, 1999, 185-6 :3-36
[7]   A SPECTROPHOTOMETRIC INVESTIGATION OF THE INTERACTION OF IODINE WITH AROMATIC HYDROCARBONS [J].
BENESI, HA ;
HILDEBRAND, JH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (08) :2703-2707
[8]  
Boulas PL, 1998, ANGEW CHEM INT EDIT, V37, P216, DOI 10.1002/(SICI)1521-3773(19980216)37:3<216::AID-ANIE216>3.0.CO
[9]  
2-P
[10]   Functionalised tetrathiafulvalenes:: new applications as versatile π-electron systems in materials chemistry [J].
Bryce, MR .
JOURNAL OF MATERIALS CHEMISTRY, 2000, 10 (03) :589-598