ADDITION OF CCL4 TO UNSATURATED-COMPOUNDS CATALYZED BY M-3(CO)(12) (M= FE, RU, OS)

The addition of CCl4 to hex-1-ene and to the methyl ester of N-(trans- cinnamoyl)-L-proline (2) catalyzed by M-3(Co)(12) Or by the M-3(CO)(12 )+DMF system (M = Fe, Ru, Os) was studied. The use of ruthenium and os mium dodecacarbonyls in combination with DMF increases the yields of a dducts CCl3CH2CHClC4H9 (4) and PhCHClCH(CCl3)C(O)R' (3) over those obt ained in reactions catalyzed by the same carbonyls without DMF. In add ition to adduct 3, salts EM(CO3)Cl-3](-)[Me2NH2](+) were isolated from the products of the reaction between CCl4 and 1 in the presence of M- 3(CO)(12)+DMF (M = Ru, Os). These salts do not catalyze this reaction and apparently result from chain termination. Experimental results in favor of a coordination mechanism of the addition of CCl4 to olefins i n the presence of Ru-3(CO)(12) and Os-3(CO)(12) were obtained.