Synthesis, Structures, and Temperature-Dependent Photoluminescence of 1,4-Diphenyl-1-telluro-1,3-butadiene Incorporated in a Dibenzobarrelene Skeleton and Derivatives

1,4-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 <i>Te</i>,<i>Te</i>-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 (Φ<sub>PL</sub> = 0.42) in the glass of 2-methyltetrahydrofuran at 77 K.