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1,2-Dihydro-1,2-azaborine

1,2-Dihydro-1,2-azaborine

1,2-Dihydro-1,2-azaborine is an aromatic chemical compound with properties intermediate between benzene and borazine. Its chemical formula is CBNH. It resembles a benzene ring, except that two adjacent carbons are replaced by nitrogen and boron, respectively. Several other 1,2-azaborines have been synthesized.

Preparation

After decades of failed attempts, the compound was synthesized in 2008 and reported in January 2009.

One of the synthetic steps is a ring-closing metathesis (RCM) reaction:

1,2-Dihydro-1,2-azaborine synthesis Marwitz et al. 2009

References

References

  1. Dewar, Michael J. S.. (1962-10-01). "A Derivative of Borazarene". Journal of the American Chemical Society.
  2. Stu Borman. "Long-Sought Benzenelike Molecule Created: Aromaticity of organic-inorganic hybrid resembles benzene's." ''[[C&EN]]'' January 5, 2009 Volume 87, Number 01 p. 11
  3. A. J. V. Marwitz. (January 2009). "A Hybrid Organic/Inorganic Benzene". [[Angewandte Chemie.
  4. LiBHEt{{sub. 3]], step 5 conversion to [[piano stool complex]] as [[protective group]] with [[chromium carbonyl]] derivative, step 6 cleavage N-TBS bond [[Hydrogen fluoride. HF]], step 7 deprotection with [[triphenylphosphine]]
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simple-aromatic-rings boron-heterocycles nitrogen-heterocycles six-membered-rings boron–nitrogen-compounds
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