Synthesis of new organochalcogen (Se or Te) based multifunctional pyrimidine derivatives: X-ray structure determination of 2,4-bis(arylchalcogenyl)pyrimidine and 2-chloro-4,6-bis(arylchalcogenyl)pyrimidine compounds.

A new class of multinucleate pyrimidine chalcogen (Se/Te) derivatives, i.e. 2,4-bis(arylchalcogenyl)pyrimidine and 2-chloro-4,6-bis(arylchalcogenyl)pyrimidine compounds, has been synthesized for the first time by the nucleophilic substitution of chlorine at the C-2 and C-4 positions of 2,4-dichloropyrimidine and at the C-4 and C-6 positions of 2,4,6-trichloropyrimidine with a variety of chalcogen bearing aryl anions ArE − (Ar = phenyl, 1-naphthyl, p -tolyl). All the newly prepared pyrimidyl chalcogen compounds have been thoroughly characterized with the help of various spectroscopic techniques, viz , NMR ( 1 H, 13 C, 77 Se), FT-IR and mass spectrometry (in representative cases). The crystal structures of 2,4-bis(naphthalen-1-ylselanyl)pyrimidine ( 1c ), 2,4-bis(phenyltelluryl)pyrimidine ( 1d ), 2-chloro-4,6-bis(phenylselanyl)pyrimidine ( 2a ) and 4,6-bis( p -tolylselanyl)-2-chloropyrimidine ( 2b ) were confirmed by X-ray crystallographic analysis. [ABSTRACT FROM AUTHOR]