Regiospecific synthesis of aromatic compounds via organometallic intermediates. 3. n-Alkyl-substituted benzene

KC Eapen, SS Dua, C Tamborski

Index: Eapen, Kalathil C.; Dua, Sujan S.; Tamborski, Christ Journal of Organic Chemistry, 1984 , vol. 49, # 3 p. 478 - 482

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Citation Number: 21

Abstract

High molecular weight tri-and tetra-n-alkylbenzenes have been synthesized by the cross- coupling of the appropriate chlorinated benzenes with long-chain n-alkylmagnesium bromides using (1, 2-bis (diphenyl-phosphino) ethane) nickel (II) chloride [NiC12 (dppe)] as catalyst. The reactions proceeded without any positional scrambling or alkyl group isomerization. A new method is described for the preferential substitution of one chlorine ...