Tetrazole Ring Substitution at Carbon and Boron Sites of the Cobalt Bis(dicarbollide) Ion Available via Dipolar Cycloadditions

Inorganic Chemistry
Suzan El AnwarBohumír Grüner

Abstract

Herein, we describe the synthesis of two families of compounds accessible from [3 + 2] cycloaddition reactions of known B8-substituted isonitrilium and new C1-alkylnitrile and C(1,1')-dialkylnitrile derivatives of the [(1,2-C2B9H11)2-3,3'-Co(III)]- ion with an azide ion that produce a tetrazole ring substitution at the cobaltacarborane cage. In addition, we outline the important differences in reactivity observed for the two types [B-isonitrilium/C-(alkyl)nitrile] of cobaltacarborane derivatives. The first family of compounds described corresponds to C5-atom-boronated tetrazole rings, with the five-membered moiety in the second type being doubly substituted at the N1 and C5 positions. This substitution opens cobaltacarborane chemistry to a new type of functional group at the cage of potential utility as structural blocks for use in medicinal chemistry or materials science. Our study includes single-crystal X-ray structures of the starting nitriles and both families of tetrazole derivatives, and the structural features that arise from the substitutions are discussed.

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