Synthesis of 1‐Phenyl‐1,2‐cyclohexadiene and 1‐(2‐Bromocyclohex‐2‐en‐1‐yl)benzene and Wurtz‐Like Condensation Products in the Reaction of 1‐(2,3‐Dibromocyclohex‐1‐en‐1‐yl) Benzene with Zinc.

Abstract

Polyphenyl derivativesPolyphenyl derivatives Q 0700 Synthesis of 1-Phenyl-1,2-cyclohexadiene and 1-(2-Bromocyclohex-2-en-1-yl)benzene and Wurtz-Like Condensation Products in the Reaction of 1-(2,3-Dibromocyclohex-1-en-1-yl) Benzene withZinc. -The Zn-catalyzed elimination of the title dibromo compound (I) leads to the Wurtz-like condensation product (II) rather than to the expected allene (V). The latter is the intermediate in the base-catalyzed reaction of the title bromocyclohexene. -(CEYLAN*, M.; BUDAK, Y.; J. Chem. Res., Synop. 2002, 9, 416-419; Dep. Chem., Univ. Gaziosmanpasa, TR-60250 Tokat, Turk.; Eng.) -Schulze 06-095