Tetrathiafulvalene-imine-pyridine assemblies for Pb2+ recognition

被引:43
作者
Balandier, Jean-Yves [1 ]
Belyasmine, Ahmed [1 ]
Salle, Marc [1 ]
机构
[1] Univ Angers, Lab Chim & Ingn Mol Materiaux Angers, CNRS, UMR 6200, F-49045 Angers, France
关键词
N ligands; charge transfer; conjugation; imines; donor-acceptors systems;
D O I
10.1002/ejoc.200700705
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of donor-pi-acceptor systems incorporating a tetrathiafulvalene moiety as the donating unit have been designed and synthesized. The efficiency of the imine (-C=N-) bond as a conjugated pi-linker in promoting intramolecular charge transfer is demonstrated and supported by calculations at the B3LYP/6-31G(d,p) level of theory. This property has been explored in the case of pyridyl-substituted systems which exhibit in particular a high binding affinity and selectivity for Ph2+ (logK = 3.5 in CH2Cl2/CH3CN), as shown by UV/Vis and H-1 NMR titrations as well as by remarkable colorimetric and electrochemical signaling. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
引用
收藏
页码:269 / 276
页数:8
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