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      https://www.ias.ac.in/article/fulltext/jcsc/123/02/0097-0106

    • Keywords

       

      Carbenes; silver; 1,2,4-triazole; crystal structure; reactivity.

    • Abstract

       

      Two silver(I) complexes {[1-R-4-($N$-t4-butylacetamido)-1,2,4-triazol-5-ylidene]2Ag}+ Cl [R = Et (1b), 𝑖-Pr (2b)] of $N/O$-functionalized N-heterocyclic carbenes derived from 1,2,4-triazoles are reported. The silver complexes, 1b and 2b, have been synthesized from the reaction of the $N/O$-functionalized triazolium chloride salts namely, 1-R-4-(N-t-butylacetamido)-1,2,4-triazolium chloride [R = Et (1a), 𝑖-Pr (2a)] by treatment with Ag2O in 53-56% yield. The 1,2,4-triazolium chloride salts 1a and 2a were prepared by the alkylation reaction of 1-R-1,2,4-triazole (R = Et, 𝑖-Pr) with $N-t$-butyl-2-chloro acetamide in 47-63% yield. The molecular structures of the silver(I) complexes, 1b and 2b, have been determined by X-ray diffraction studies. The density functional theory studies on the silver 1b and 2b complexes suggest that the 1,2,4-triazole derived N-heterocyclic carbenes to be strong 𝜎−donating ligands similar to the now much recognized imidazolebased N-heterocyclic carbenes. The reactivity studies with (SMe2)AuCl and (SMe2)CuBr indicated the silver complexes, 1b and 2b, to be good transmetallating agents.

    • Author Affiliations

       

      Chandrakanta Dash1 Mobin M Shaikh2 Prasenjit Ghosh1

      1. Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India
      2. National Single Crystal X-ray Diffraction Facility, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India
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