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Synthesis, Structures, and Temperature-Dependent Photoluminescence of 1,4-Diphenyl-1-telluro-1,3-butadiene Incorporated in a Dibenzobarrelene Skeleton and Derivatives
journal contribution
posted on 2015-04-13, 00:00 authored by Tatsuro Annaka, Norio Nakata, Akihiko Ishii1,4-Diphenyl-1-telluro-1,3-butadiene
incorporated in a dibenzobarrelene
skeleton was synthesized with a good yield by an intramolecular Diels–Alder
reaction of the corresponding 1-(9-anthyltelluro)enyne. Oxidation
and bromination of the telluride yielded telluroxide and hypervalent Te,Te-dibromide, respectively. Their structures
were determined by X-ray crystallography. Unlike its highly fluorescent
sulfur and selenium congeners, the telluride is barely fluorescent
in solution at room temperature due to the heavy-atom effect of tellurium.
The telluride displayed temperature-dependent fluorescence; it is
fluorescent with a moderate quantum yield (ΦPL =
0.42) in the glass of 2-methyltetrahydrofuran at 77 K.