Cyclams bearing diametrically disubstituted pyrenes as Cu2+- and Hg2+-selective fluoroionophores.
New cyclam derivatives having diametrically disubstituted pyrene fluorophores were prepared and their fluoroionophoric properties toward transition metal ions were investigated. The compounds exhibited significant selectivity toward Hg2+ and Cu2+ ions in switching-off type responses in aqueous methanol or acetonitrile solution. Dipyrene-diamide derivative 3, having extra binding sites of the amide function, exhibited more pronounced chemosensing behavior toward Hg2+ and Cu2+ ions than its parent, dipyrene derivative 2. Detection limits for the analysis of Hg2+ and Cu2+ ions of dipyrene-diamide derivative 3 were 1.45x10(-6) and 1.30x10(-6) M, respectively. The diametrically disubstituted dipyrene-cyclam 2 may be utilized as a new starting platform for the design of other supramolecular fluorescent signaling systems having switching or chemosensing behaviors toward transition metal ions.
Park
Sang Mi
SM
Department of Chemistry, Chung-Ang University, Seoul 156-756, Korea.
Kim
Mi Hee
MH
Choe
Jong-In
JI
No
Kyoung Tai
KT
Chang
Suk-Kyu
SK
D000097:Acetonitriles / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D003300:Copper / Q000032:analysis* / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism; D007477:Ions; D047029:Lactams, Macrocyclic / Q000737:chemistry* / Q000378:metabolism; D008628:Mercury / Q000032:analysis* / Q000378:metabolism; D000432:Methanol / Q000737:chemistry; D011721:Pyrenes / Q000737:chemistry*; D012680:Sensitivity and Specificity; D012996:Solutions
D000097:Acetonitriles; D005456:Fluorescent Dyes; D007477:Ions; D047029:Lactams, Macrocyclic; D011721:Pyrenes; D012996:Solutions; D003300:Copper; C030984:pyrene; D008628:Mercury; D000432:Methanol; C032159:acetonitrile