First isocyanoazulene and its homoleptic complexes

  • Robinson R
  • Holovics T
  • Deplazes S
 et al. 
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Abstract

An efficient synthesis of remarkably stable 6-isocyanoazulene (CN6Az), the first nonbenzenoid organic isocyanide, is described. Its superb pi-accepting potential as a ligand was demonstrated through cyclic voltammetry studies on the binary complexes [Cr(CN6Az)6]0/+. The paramagnetic shift patterns for [Cr(CN6Az)6]+, the only azulenic pi-system studied by paramagnetic NMR, suggest that Cr(dpi) --> CN6Az(ppi*) electron delocalization involves both rings of the azulenyl substituents in [Cr(CN6Az)6]+. This conclusion is supported by density functional theory calculations on the complex [Cr(CN6Az)6][BF4].

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Authors

  • Randall E. Robinson

  • Thomas C. Holovics

  • Stephan F. Deplazes

  • Gerald H. Lushington

  • Douglas R. Powell

  • Mikhail V. Barybin

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