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On–Off Switchable Binuclear Chemosensor Based on Thiacalix[4]crown Armed with Pyrene Moieties
Author(s) -
Kumar Manoj,
Dhir Abhimanew,
Bhalla Vandana
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900506
Subject(s) - chemistry , pyrene , fluorescence , excimer , imine , metal ions in aqueous solution , photochemistry , ligand (biochemistry) , metal , ion , polymer chemistry , combinatorial chemistry , organic chemistry , biochemistry , physics , receptor , quantum mechanics , catalysis
A new fluorescent “on–off” switchable chemosensor 2 based on a thiacalix[4] arene with a 1,3‐ alternate conformation and two different types of cation binding sites has been synthesized. Two pyrene moieties linked to a cation recognition unit composed of two imine groups form a strong excimer in solution. Of the metal ions tested, the fluorescence of 2 was strongly quenched by Hg 2+ , Pb 2+ and Cu 2+ ions. The fluorescence was revived by the addition of only K + to the Cu 2+ ligand complex. Thus, metal‐ion exchange triggers an “on–off” switchable fluorescent chemosensor. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)