FUNCTIONALLY SUBSTITUTED ORGANOTIN COMPOUNDS. II. IODODESTANNYLATION OF 1,1-BIS(TRIMETHYLSTANNYL)-1-ALKENES

Article abstract of DOI:10.1016/S0022-328X(00)99294-5

Treatment of 1,1-bis(trimethylstannyl)-1-alkenes with iodine gives mixtures of (E)- and (Z)-1-iodo-1-trimethylstannyl-1-alkenes, the ratio depending on the temperature used.Thermal and photochemical interconversion of these vinylic iodides has been observed.They cannot be used as precursors for the corresponding vinyl Grignard reagents, but undergo bromodestannylation to give the corresponding 1-bromo-1-iodo-1-alkenes.