Modulating the sensor response to halide using NBD-based azamacrocycles.
Ligand L (2,6-bis{[7-(7-nitrobenzo[1,2,5]oxadiazole-4-yl)-3,10-dimethyl-1,4,7,10-tetraazacyclododeca-1-yl]methyl}phenol) is a fluorescent sensor that is useful for detecting Cu(II), Zn(II), and Cd(II). Some of the complexes formed are able to sense the presence of halides in solution. L passes through the cellular membrane, becoming fluorescent inside cells. The H(-1)L- species is able to form dinuclear complexes with [M(2)H(-1)L]3+ stoichiometry with Cu(II), Zn(II), and Cd(II) ions, experiencing a CHEF effect upon metal coordination in an acetonitrile/water 95:5 (v/v) solution. In all three of the complexes investigated, the metal cations are coordinatively unsaturated and can therefore bind secondary ligands as anionic species. The crystal structure of [Cd(2)(H(-1)L)Cl(2)](ClO(4))·4H(2)O is discussed. The Zn(II) complex behaves as an OFF-ON sensor for fluoride and chloride anions.
Department of Base Sciences and Fundamentals, Chemistry Section, University of Urbino "Carlo Bo" , P.zza Rinascimento 6, I-61029 Urbino, Italy.
Stefano
S
Amatori
Gianluca
G
Ambrosi
Elisa
E
Borgogelli
Mirco
M
Fanelli
Mauro
M
Formica
Vieri
V
Fusi
Luca
L
Giorgi
Eleonora
E
Macedi
Mauro
M
Micheloni
Paola
P
Paoli
Patrizia
P
Rossi
Aurora
A
Tassoni
D001372:Aza Compounds / Q000737:chemistry*; D006219:Halogens / Q000737:chemistry*; D008024:Ligands; D047028:Macrocyclic Compounds / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy
D001372:Aza Compounds; D006219:Halogens; D008024:Ligands; D047028:Macrocyclic Compounds