Imine-functionalized, fluorescent organomercury and -tellurium compounds

Unsymmetrical diorganotellurium(IV) dihalides, Ar′(Ar)TeCl2 [Ar′ = 2-(R-CHN-C6H3Me; R = 1-pyrenyl, 9-anthracenyl and 9-phenanthrenyl; Ar = 4-MeO-C6H4, 1-C10H7, 2,4,6-Me3-C6H2, C6H5, 4-Me-C6H4] were synthesized from transmetallation reactions of Ar′HgCl and ArTeCl3. Orthomercuration of the Schiff’s bases (Ar′H) afforded Ar′HgCl. All of these compounds have been characterized with the help of IR, multinuclear (1H, 13C) solution NMR and ESI-HRMS spectrometry. X-ray crystal structures of pyrenyl Ar′HgCl; pyrenyl Ar′(Ar)TeCl2 (Ar = 4-MeO-C6H4); anthranyl Ar′(Ar)TeCl2 (Ar = 4-MeO-C6H4 and 1-C10H7) and; phenathranyl Ar′(Ar)TeCl2 (Ar = 1-C10H7) have been determined. Intramolecular Hg/Te⋯N interactions are present in these structures. Fluorescence studies of these compounds have also been carried out.

Organomercury and -tellurium compounds containing fluorescent side groups have been prepared. Photophysical studies of these compounds revealed that the fluorescence emission is not affected by mercury or tellurium.Figure optionsDownload as PowerPoint slide