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A series of new  closo - and  nido -carborane based functional derivatives 1-X(CH 2 ) n S-1,2-C 2 B 10 H 11  (X=COOH, N 3 , CH(NH 2 )COOH) and [7-X(CH 2 ) n S-7,8-C 2 B 9 H 11 ] −  (X=COOH, N 3 , NH 2 , CH(NH 2 )COOH) was prepared by alkylation of 1-mercapto- ortho -carborane. Dialkylsulfonium derivatives of  nido -carborane 9-R(Me)S-7,8-C 2 B 9 H 11  and 10-R(Me)S-7,8-C 2 B 9 H 11  with boron-sulfur bond were prepared by alkylation of the corresponding methyl-carboranyl thioether. New types of intramolecular B–H···X and B–H···π(C≡C) interactions were found in  nido -carborane alkylmethyl sulfonium derivatives 9-XCH 2 S(Me)S-7,8-C 2 B 9 H 11  and 10-RC≡CCH 2 S(Me)S-7,8-C 2 B 9 H 11 , respectively. Isomeric methylsulfide derivatives of transition metal bis(dicarbollide) complexes [X,Y-(MeS) 2 -3,3′-M(1,2-C 2 B 9 H 10 ) 2 ] −  (M=Co, Fe) were prepared starting from the corresponding methylcarboranyl thioethers. The intramolecular CH carb ···S(Me)S hydrogen bonding between the dicarbollide ligands in cobalt bis(dicarbollide) complexes results in stabilization of definite rotational isomers –  transoid  in the case of the 8,8′-isomer and  gauche  in the case of the 4,4′- and 4,7′-isomers.

Novel sulfur containing derivatives of carboranes and metallacarboranes