Collect. Czech. Chem. Commun. 2007, 72, 1717-1724

An Effective Approach to 1,2,3-Triazole-Containing 12-Vertex closo-Dodecaborates

Andrey A. Semioshkin*, Sergey N. Osipov, Julia N. Grebenyuk, Evgueniya A. Nizhnik, Ivan A. Godovikov, Grigory T. Shchetnikov and Vladimir I. Bregadze

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilov Str. 28, 119991, Moscow, Russia


An efficient general synthetic approach giving a facile, rapid and inexpensive access to a wide range of novel 1,2,3-triazoles bearing closo-dodecaborate fragment has been developed. The method is based on the nucleophilic cleavage of oxonium dodecaborate with NaN3 or tertiary propargylamine and subsequent Huisgen 1,3-dipolar cycloaddition ("click" methodology) of the cleavage products and organic acetylenes or azides.

Keywords: Boranes; Boron clusters; closo-Dodecaborate; Oxonium derivative; Azides; Terminal acetylenes; 1,3-Dipolar cycloadditions; Triazoles; Click chemistry.

References: 20 live references.