Synthesis of 1,4-disubstituted 1,2,3-triazoles based on cobalt bis(1,2-dicarbollide) |
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Authors: | I D Kosenko I A Lobanova L A Chekulaeva I A Godovikov V I Bregadze |
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Institution: | 1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation
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Abstract: | An approach to the synthesis of new 1,4-disubstituted 1,2,3-triazoles, in which one or both substituents contain the cobalt bis(1,2-dicarbollide) fragment, was suggested based on the 1,3-dipolar cycloaddition of azides to alkynes catalyzed by copper(I) compounds. The reaction of cobalt bis(1,2-dicarbollide) azido derivatives with different terminal acetylenes led to 1,2,3-triazoles with the ((CH2)2X(CH2)2O-C2B9H10)Co(C2B9H11)] (X = O or CH2) substituent at position 1 and the organic substituent at position 4. The 3+2] cycloaddition reaction of cobalt bis(1,2-dicarbollide) alkynyl derivatives with methyl azidoacetate furnished isomeric 1,4-disubstituted 1,2,3-triazoles with the metallacarborane fragment at position 4. 1,2,3-Triazole with metallacarborane substituents at positions 1 and 4 containing 36 boron atoms was also synthesized. |
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