Unexpected Formation of Bis(1H-7-azaindol-3-yl)(2,4,5-trimethylphenyl) methane by Erbium Metal-Induced C-H Activation

Glen B. Deacon, Peter C. Junk, Stuart G. Leary

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Abstract

Reaction of 7-azaindole (azinH) and 1,2,4,5-tetramethylbenzene (durene) in the presence of erbium metal and mercury at 170°C under vacuum induced an unusual C-C bond formation between a methyl group of durene and C3 of two azinH molecules yielding bis(1H-7-azaindol-3-yl)(2,4,5-trimethylphenyl)methane {2: IUPAC name 3-[1H-pyrrolo[2,3-b]pyridin-3-yl(2,4,5-trimethylphenyl)methyl]-1H- pyrrolo[2,3-b]pyridine}. The structure of 2 was established by X-ray crystallography and supported by IR, NMR and mass spectroscopy.

Original languageEnglish
Pages (from-to)1115-1117
Number of pages3
JournalAdvanced Synthesis and Catalysis
Volume345
Issue number9-10
Publication statusPublished - 1 Sep 2003

Keywords

  • C-C bond formation
  • C-H activation
  • Catalysis
  • Crystallography
  • Erbium
  • Lanthanide

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