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Complexation and Extraction of PAHs to the Aqueous Phase with a Dinuclear Pt II Diazapyrenium‐Based Metallacycle
Author(s) -
Blanco Víctor,
García Marcos D.,
Terenzi Alessio,
Pía Elena,
FernándezMato Antonio,
Peinador Carlos,
Quintela José M.
Publication year - 2010
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.201002051
Subject(s) - metallacycle , pyrene , stoichiometry , chemistry , triphenylene , aqueous solution , crystallography , ligand (biochemistry) , platinum , medicinal chemistry , stereochemistry , molecule , organic chemistry , x ray crystallography , physics , biochemistry , receptor , diffraction , optics , catalysis
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.