Английская Википедия:1,2-Dihydro-1,2-azaborine
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1,2-Dihydro-1,2-azaborine is an aromatic chemical compound with properties intermediate between benzene and borazine. Its chemical formula is CШаблон:SubBNHШаблон:Sub. It resembles a benzene ring, except that two adjacent carbons are replaced by nitrogen and boron, respectively.
Preparation
After decades of failed attempts, the compound was synthesized in 2008 and reported in January 2009.[1][2]
One of the synthetic steps is a ring-closing metathesis (RCM) reaction:[3]
1,2-Dihydro-1,2-azaborine synthesis Marwitz et al. 2009
References
- ↑ 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
- ↑ Шаблон:Cite journal
- ↑ TBS = tert-butyldimethylsilyl, step 2 RCM = ring-closing metathesis using Grubbs' catalyst, step 3 organic oxidation using palladium on carbon, step 4 reduction [[Lithium triethylborohydride|LiBHEtШаблон:Sub]], step 5 conversion to piano stool complex as protective group with chromium carbonyl derivative, step 6 cleavage N-TBS bond HF, step 7 deprotection with triphenylphosphine
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