6533b7defe1ef96bd127690f

RESEARCH PRODUCT

Complexation and Extraction of PAHs to the Aqueous Phase with a Dinuclear Pt II Diazapyrenium‐Based Metallacycle

Elena PíaMarcos GarciaVíctor BlancoAlessio TerenziJosé M. QuintelaCarlos PeinadorAntonio Fernández-mato

subject

Aqueous solutionLigandOrganic Chemistrychemistry.chemical_elementTriphenyleneGeneral ChemistryNuclear magnetic resonance spectroscopyMetallacyclePhotochemistryMedicinal chemistryCatalysisJob plotchemistry.chemical_compoundchemistryPyreneinclusion compounds metallacycles polycyclic aromatic hydrocarbons self-assembly supramolecular chemistryPalladium

description

New palladium and platinum metallacycles have been synthesized by reaction between a 2,7-diazapyrenium-based ligand and Pd(II) and Pt(II) complexes. The inclusion complexes between the metallacycles and polycyclic aromatic hydrocarbons (PAHs) in CD(3)NO(2) and D(2)O were studied by NMR spectroscopy. The structures of the inclusion complexes of the Pt metallacycle as host with pyrene, phenanthrene, and triphenylene were confirmed by single crystal X-ray crystallography. The association constants between the Pt metallacycle and the selected PAHs were determined in CH(3)CN following the characteristic charge-transfer band displayed in their UV/Vis absorption spectrum. Although in aqueous solution all the complexes showed a 1:1 stoichiometry, in CH(3)CN the Job plot indicated a 2:1 stoichiometry for complexes with triphenylene and benzo[a]pyrene. The estimated association constants in water correlate with the hydrophobicity of the PAH, indicating that hydrophobic forces play an important role in the complexation process.

https://doi.org/10.1002/chem.201002051