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Sugar–Poly( para ‐phenylene ethynylene) Conjugates as Sensory Materials: Efficient Quenching by Hg 2+ and Pb 2+ Ions
Author(s) -
Kim IkBum,
Erdogan Belma,
Wilson James N.,
Bunz Uwe H. F.
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200400788
Subject(s) - sonogashira coupling , monomer , linker , fluorescence , quenching (fluorescence) , phenylene , chemistry , binding constant , polymer chemistry , crystallography , polymer , organic chemistry , binding site , palladium , physics , quantum mechanics , computer science , catalysis , operating system , biochemistry
Three polar poly( para ‐phenylene ethynylene)s (PPE) were synthesized by utilizing the Heck–Sonogashira protocol. Two of the PPEs carry β‐glucopyranose substituents. Depending upon the linker used between the glycol units and the backbone, the fluorescence of these PPEs can be quenched by Hg 2+ and Pb 2+ to a varying degree. Monomeric model compounds that are substituted with only one glucose unit are not efficiently quenched. The presence of many glucose substituents in one PPE assembly led to a large increase in the binding constant to Hg 2+ and quenching of the fluorescence was amplified.