Journal of Organometallic Chemistry p. 257 - 266 (1986)
Update date:2022-08-10
Topics:
Guibe, Francois
Zigna, Anne-Marie
Balavoine, G.
Radical-promoted tributyltin hydride reduction of 3,3-dichloropropene, (Z)-1,3-dichloropropene, or (E)-1,3-dichloropropene yields a mixture of the three possible regio-stereoisomeric monochloropropenes.The palladium-catalyzed reduction yields regiospecifically the two stereoisomeric 1-chloropropenes with a Z/E ratio which remains constant whatever the starting dichloropropene but which is not the thermodynamic ratio.The results are against a radical mechanism and strongly support a polar ?-allyl mechanism for the catalytic reactions.
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