The X-ray crystallographic analysis of 8-fluoro-1-(p-anisylselanyl)naphthalene (1) revealed that the F and Se atoms and the ipso-carbon of the p-anisyl group (C(An)) aligned linearly. The F atom and the Se-C(An) bond lay on the naphthyl plane: the nonbonded distance between F and Se atoms was 2.753(3) Å and the FSeC(An) angle was 175.0(1)°. Ab initio MO calculations with the 6-311++G(3df,2pd) basis sets performed on the model compound of 1, HF‚‚‚SeH 2 , where the aryl groups of 1 were replaced by hydrogens. The calculations exhibited that the energy minimum was achieved when the F, Se, and C(An) atoms aligned linearly. Charge transfer in the formation of HF‚‚‚SeH 2 was suggested to occur from F to SeH 2 on the basis of natural population analysis, which supported the np x (F)-σ*(Se-C(An)) interaction.

The adducts of chlorine with diaryl selenides such as selenanthrene, diphenyl selenide, and selenoxanthone have been found to be reduced to the corresponding selenides in dimethyl sulfoxide forming chloromethyl methyl sulfoxide and hydrogen chloride. Similarly, dimethyl selenide dichloride was reduced to dimethyl selenide in the presence of a base.

Das aus Selenanthren durch Umsetzung mit Chlor gebildete Selenanthrentrichlorid (I) reagiert mit Dimethylsulfoxid (II) unter Rückbildung des Selenanthrens (III) und Chlormethyl‐methylsulfoxid (IV).