A general approach to synthesis of monosubstituted functional derivatives of 1,2-dicarba-closo-dodecaborane (ortho-carborane) is proposed. Reactions of the triethylammonium salt of 1-mercapto-ortho-carborane (Et(3)NH)[1-S-1,2-C(2)B(10)H(11)] with ethyl omega-bromoalkyl carboxylates and omega-bromoalkylnitriles in ethanol result in the corresponding carboranyl esters and nitriles that in turn can be converted to carborane-based carboxylic acids 1-HOOC(CH(2))(n)S-closo-1,2-C(2)B(10)H(11) (n = 1-4). Mild deboronation of the closo-carborane cage with CsF in ethanol gives caesium salts of the corresponding nido-carboranes Cs[7-HOOC(CH(2))(n)S-nido-7,8-C(2)B(9)H(11)]. This approach is suitable for synthesis of compounds to be used in boron neutron capture therapy and radionuclide diagnostics of cancer.

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http://dx.doi.org/10.1039/b916022aDOI Listing

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