951-20-2Relevant academic research and scientific papers
Bridged Polycyclic Compounds. 87. Radical Rearrangements in Some Bicyclooctadienyl, Tricyclooctenyl, Bicyclononatrienyl, and Tricyclononadienyl Systems
Cristol, Stanley J.,Klein, Michael W.,Hendewerk, Monica H.,Daussin, Rory D.
, p. 4992 - 4998 (1981)
Chlorides and S-methyl xanthates of alcohols in the chlorobenzobicyclooctadienyl systems 1 and 2, the chlorobenzobicyclooctadienyl system 3, the chlorobenzotricyclo2,7>octenyl systems 7 and 8, the chlorodibenzobicyclononatrienyl systems 23-25, the chlorodibenzotricyclo2,8>nonadienyl system 26 and the dibenzobicyclooctadienyl system 30 have been treated with tri-n-butyltin and/or triphenyltin hydrides.Replacement of the functional group (chlorine or xanthate) by hydrogen proceeds through a radical intermediate which may, depending upon its nature and/or experimental conditions, rearrange before capture by hydrogen transfer.Comparison of these radical intermediates with each other and with corresponding carbocations is discussed briefly.The intervention of an alkoxythiocarbonyl radical in the xanthate reduction has been demonstrated.
