Synthesis of heteroaromatic 3,3′-bridged biscarbenes of the 1,2,4-triazole series and their properties

Artyom V. Kiselyov, Nikolai I. Korotkikh, Alan H. Cowley, Jennifer A. Moore, Michael A. Findlater, Tatyana M. Pekhtereva, Oles P. Shvaika

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6 Scopus citations

Abstract

The stable 3,3′-bridged biscarbenes, 1,4- and 1,3-bis[1-alkyl-4- phenyl-1,2,4-triazol-5-yliden-3-yl]benzenes (5a,b,d) and 1,3-bis[1-(1-adamantyl) -4-phenyl-1,2,4-triazol-5-yliden-3-yl]butane (5c) have been prepared. Treatment of 5b with copper (I) chloride in tetrahydrofuran/acetonitrile solution and cobalt (II) chloride in acetonitrile or acetonitrile/toluene solution afforded the biscarbene copper (I) complex 8. The reactions of 5d with diphenyldiazomethane and sulfur resulted in the novel bisthione 6 and bisazine (7) derivatives, respectively. The X-ray crystal structures of 5d, 8 were determined.

Original languageEnglish
Pages (from-to)329-342
Number of pages14
JournalArkivoc
Volume2008
Issue number15
DOIs
StatePublished - Oct 26 2008

Keywords

  • 1,2,4-triazoles
  • Biscarbenes
  • Copper complexes

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    Kiselyov, A. V., Korotkikh, N. I., Cowley, A. H., Moore, J. A., Findlater, M. A., Pekhtereva, T. M., & Shvaika, O. P. (2008). Synthesis of heteroaromatic 3,3′-bridged biscarbenes of the 1,2,4-triazole series and their properties. Arkivoc, 2008(15), 329-342. https://doi.org/10.3998/ark.5550190.0009.f29