SYNTHESIS OF SOME FUNCTIONAL-DERIVATIVES OF O-CARBORANES AND M-CARBORANES

Amides, amines, and alcohols were synthesized from 9-o- and 9-m-carbor anecarboxylic chlorides. It follows from comparison of the H-1 NMR spe ctra of N,N-dimethyl-1-o- and -1-m-carboranecarboxamides and N,N-dimet hyl-9-o- and -9-m-carboranecarboxamides that pi-bonding of the carbora ne polyhedron with the carbonyl group in 1-carboranyl dimethylamides i s stronger than that in 9-carboranyl diethylamides. Oxidation of 9-hyd roxymethyl-m-carborane with pyridinium chlorochromate gives 9-m-carbor anylmethyl 9-m-carboranecarboxylate.