syn-anti Dichotomy in zinc-promoted dehalogenation of open-chain vicinal dihalides: The effect of the leaving groups

M Pánková, O Kocián, J Krupička…

Index: Pankova, Magdalena; Kocian, Oldrich; Krupicka, Josef; Zavada, Jiri Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # 10 p. 2944 - 2951

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Abstract

Abstract 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 order I< Br< Cl< F, ranging between the extreme 3-30% in the erythro-and 5-60% in the threo-series. ...