80262-80-2Relevant academic research and scientific papers
syn-anti DICHOTOMY IN ZINC-PROMOTED DEHALOGENATION OF OPEN-CHAIN VICINAL DIHALIDES: THE EFFECT OF THE LEAVING GROUPS
Pankova, Magdalena,Kocian, Oldrich,Krupicka, Josef,Zavada, Jiri
, p. 2944 - 2951 (2007/10/02)
The title effect has been investigated in the homologous series of erythro- and threo-5,6-dihalodecanes(X=Br, Y=I; X=Cl,Y=I; X=F,Y=I; X=Br,Y=Br; X=Cl,Y=Br; X=F,Y=Br; X=Cl,Y=Cl; X=F,Y=Cl).It has been found that proportion of syn-elimination in the overall reaction varies with the variation of the halogen leaving groups in the orderIBrClF, ranging between the extreme 3-30percent in the erythro- and 5-60percent in the threo-series.On basis of the variable transition state theory, the observed pattern of syn-anti dichotomy has been correlated with the extent of double bond development in the transition state.
