Abstract Novel nido-carboranyl azide [7-N3CH2CH2OCH2CH2O-7,8-C2B9H11]- was prepared by the reaction of 1-hydroxy-ortho-carborane with bis(2-chloroethyl) ether followed by the conversion to its nido-form and reactions with sodium iodide and sodium azide.… Click to show full abstract
Abstract Novel nido-carboranyl azide [7-N3CH2CH2OCH2CH2O-7,8-C2B9H11]- was prepared by the reaction of 1-hydroxy-ortho-carborane with bis(2-chloroethyl) ether followed by the conversion to its nido-form and reactions with sodium iodide and sodium azide. Previously undescribed carboranyl azides 1-N3CH2CH2OCH2CH2S-1,2-C2B10H11 and [7-N3CH2CH2OCH2CH2S-7,8-C2B9H11]- were synthesized by alkylation of trimethylammonium salt of 1-mercapto-ortho-carborane with bis(2-chloroethyl) ether followed by reactions with sodium iodide and with sodium azide and by the conversion of closo-derivative to water soluble nido-form. closo- and nido-Carboranyl azides 1-N3CH2CH2OCH2CH2S-1,2-C2B10H11 and [7-N3CH2CH2OCH2CH2S-7,8-C2B9H11]- were used for the copper(I)-catalyzed azide-alkyne cycloaddition with phenyacetylene. The compounds prepared can be used for the copper(I)-catalyzed сonjugation with biomolecules that act as tumor-targeting vectors for radionuclide diagnostics and boron neutron capture therapy of cancer.
               
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