Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 12, Pages 4384-4386Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo020123x
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New fluorescent chemosensors, 1,8-bis(pyrazolylmethyl)anthracene and 9,10-bis(pyrazolylmethyl)anthracene, were synthesized. The 1,8-isomer showed selective fluorescent quenching effects with Ag(I) and Cu(II). On the other hand, the 9,10-isomer displayed a selective fluorescent quenching effect only with Ag(I). From the association constants obtained from fluorescent titrations and by extraction, we conclude that rigid immobilization of the ligands, 1,8-isomer, plays a more important role in the binding with Ag(I) than the additional pi-cation interaction offered by the 9,10-isomer.
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