From Azole—Borane Adducts to Azaboles — Molecular Structure of an Imidazabole

Itzia I. Padilla‐Martinez, Maria De Jesus Rosalez‐Hoz, Rosalinda Contreras, Susanna Kerschl, Bernd Wrackmeyer

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Elimination of H2 from the imidazole—borane adduct 1 leads to a mixture of the imidazaboles 2 and 2′. The symmetrical isomer 2 (two H2BNC fragments) is isolated in pure state and characterized by an X‐ray structure analysis (monoclinic, space group P21). 2‐(Trimethylstannyl)thiazole (3a) and 1‐methyl‐5‐(trimethylstannyl)‐1,2,4‐triazole (3b) react with triethylborane to form adducts 4 from which, in the presence of an excess of Et3B, tetraalkyltin is elimated to give the thiazabole 5a and the triazabole 5b, respectively. Multinuclear 1H‐, 11B‐, 13C‐, 14N‐, and 119Sn‐NMR spectroscopy serve for following the reactions (compounds 3 to 5) and to characterize all final products.

Original languageEnglish
Pages (from-to)343-346
Number of pages4
JournalChemische Berichte
Volume127
Issue number2
DOIs
StatePublished - Feb 1994
Externally publishedYes

Keywords

  • Azaboles
  • Azole‐borane adducts
  • Imidazabole
  • NMR, multinuclear
  • X‐ray analysis

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