Exploring the interaction of mercury(II) by N(2)S(2) and NS(3) anthracene-containing macrocyclic ligands: photophysical, analytical, and structural studies.
The complexation properties toward Hg(II) of six macrocyclic ligands, 3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L1), 7-(9-anthracenylmethyl)-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L2), 7-(10-methyl-9-anthracenylmethyl)-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L3), 7,7'-[9,10-anthracenediylbis(methylene)]bis-3,11-dithia-7,17-diazabicyclo[11.3.1]heptadeca-1(17),13,15-triene (L4), 1,4,7-trithia-11-azacyclotetradecane (L5), and 11,-(anthracen-9-ylmethyl)-1,4,7-trithia-11-azacyclotetradecane (L6), were studied. The stoichiometries of the formed species were determined from absorption and fluorescence titrations. In these anthracene-containing macrocycles, a fluorescent quenching of the emission was found upon Hg(II) addition. The X-ray crystal structure of [HgCl2(L2)] x 1/2CH2Cl2 was determined. The asymmetric unit contains two independent [HgCl2(L2)] molecules and one dichloromethane molecule. Each Hg(II) ion is coordinated by the pyridine nitrogen, the two sulfur atoms of one L2 molecule, and two chloride ions. Analytical studies using solvent extraction separation of Hg(II) from aqueous solutions were performed to determine the Hg(II) extraction capability of ligands L1, L2, and L5.
Tamayo
Abel
A
Departament de Química, Universitat Autònoma de Barcelona, 08193 Bellaterra, Spain.
Pedras
Bruno
B
Lodeiro
Carlos
C
Escriche
Lluis
L
Casabó
Jaume
J
Capelo
José Luis
JL
Covelo
Berta
B
Kivekäs
Raikko
R
Sillanpää
Reijo
R
D000873:Anthracenes / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D018360:Crystallography, X-Ray; D008024:Ligands; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008628:Mercury / Q000737:chemistry*; D017672:Nitrogen Compounds / Q000737:chemistry*; D010777:Photochemistry; D013440:Sulfides / Q000737:chemistry*
D000873:Anthracenes; D008024:Ligands; D047028:Macrocyclic Compounds; D017672:Nitrogen Compounds; D013440:Sulfides; C034020:anthracene; D008628:Mercury