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 (H-1, C-13, Se-77), 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. (C) 2014 Elsevier Ltd. All rights reserved.



subject category

Chemistry; Crystallography


Arora, E; Bhasin, KK; Mehta, SK; Sharma, N; Bhasin, AKK; Jacob, C; Felix, V; Neogi, S

our authors


Thanks are acknowledged to the Department of Science and Technology, DST, New Delhi {Research Grant (SR/S1/IC-37/2009)} for financial support. AKKB is thankful to the Siemen-DAAD Doctoral Scholarship (Special Programs).We are thankful to Mr. Kamlesh, Indian Institute of Technology, Kanpur for carrying out X-ray crystallographic studies and Prof. P. Venugopalan for constructive discussions and advise on the crystal structures.

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