期刊
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2008, 期 2, 页码 269-276出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200700705
关键词
N ligands; charge transfer; conjugation; imines; donor-acceptors systems
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).
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