Brellochs reaction

In organoboron chemistry, the Brellochs reaction provides a way to generate the monocarboranes. The Brellochs method uses formaldehyde to insert single carbon a

In organoboron chemistry, the Brellochs reaction provides a way to generate the monocarboranes. The Brellochs method uses formaldehyde to insert single carbon atoms into boron hydrides.[1]

Illustrative is the synthesis of CB9H14− from commercially available decaborane.[2]

B10H14 + CH2O + 2 OH− + H2O → CB9H14− + B(OH)4− + H2

Oxidation of the arachno anion gives nido-6-CB9H12−. Base degradation of the latter gives arachno-4-CB8H14.

References

 

  1. ^ Russell N. Grimes (2016). Carboranes, 3rd Edition. Elsevier. ISBN 9780128019054.
  2. ^ Brellochs, Bernd; Bačkovský, Jaroslav; Štíbr, Bohumil; Jelínek, Tomáš; Holub, Josef; Bakardjiev, Mario; Hnyk, Drahomír; Hofmann, Mathias; Císarová, Ivana; Wrackmeyer, Berndt (2004). "New Ways to a Series of Parent Representatives of the Eight-, Nine-, and Ten-Vertex Monocarbaborane Family". European Journal of Inorganic Chemistry. 2004 (18): 3605–3611. doi:10.1002/ejic.200400125.

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