Bis(carboranyl)amides 1,1'-μ-(CHNH(O)C(CH)-1,2-CBH) ( = 0, 1) were prepared by the reactions of the corresponding carboranyl acyl chlorides with ethylenediamine. Crystal molecular structure of 1,1'-μ-(CHNH(O)C-1,2-CBH) was determined by single crystal X-ray diffraction. Treatment of bis(carboranyl)amides 1,1'-μ-(CHNH(O)C(CH)-1,2-CBH) with ammonium or cesium fluoride results in partial deboronation of the -carborane cages to the -carborane ones with formation of [7,7'(8')-μ-(CHNH(O)C(CH)-7,8-CBH)]. The attempted reaction of [7,7'(8')-μ-(CHNH(O)CCH-7,8-CBH)] with GdCl in 1,2-dimethoxy- ethane did not give the expected metallacarborane. The stability of different conformations of Gd-containing metallacarboranes has been estimated by quantum-chemical calculations using [3,3-μ-DME-3,3'-Gd(1,2-CBH)] as a model. It was found that in the most stable conformation the CH groups of the dicarbollide ligands are in -orientation with respect to the DME ligand, while any rotation of the dicarbollide ligand reduces the stability of the system. This makes it possible to rationalize the design of carborane ligands for the synthesis of gadolinium metallacarboranes on their base.