Bis(2-phenoxyphenyl)dichalcogenides and their chemical reactivity

Abstract Diorganodichalcogenides of type [2-(C 6 H 5 O)C 6 H 4 ] 2 E 2 [E S ( 1 ), Se ( 2 ), Te ( 3 )] were prepared and structurally characterized by multinuclear NMR ( 1 H, 13 C, 77 Se or 125 Te, as appropriate) and ESI+ mass spectrometry. The oxidation reaction of the diorganodichalcogenides 2 and 3 with SO 2 Cl 2 under anhydrous conditions led to the phenoxaselenine 10,10-dichloride ( 5 ) and to the organotellurium trichloride, [2-(C 6 H 5 O)C 6 H 4 ]TeCl 3 ( 4 ), respectively. Further hydrolysis with a KOH solution led to a mixture of phenoxachalcogenine 10-oxide [chalcogen = Se ( 7 ), Te ( 8 )] and phenoxachalcogenine [chalcogen = Se ( 9 ), Te ( 10 )] in each case. The crystal and molecular structures of compounds 2 – 5 and 7 were determined by single-crystal X-ray diffraction.