ELECTROPHILIC SUBSTITUTION OF CYMANTRENS .2. PREPARATION AND FRIEDEL-CRAFTS ACETYLATION OF ALKYL CYMANTRENS (CYMANTRENS) .7.

Mono-, di- and trialkyl cymantrenes have been acetylated and benzoylated according to Friedel-Crafts and the isomer distribution has been determined. Except for cyclic compounds, substitution at the β-position is more or less favoured. In most cases the pure isomers have been isolated by preparative thin layer chromatography. The effect of chain length, branching, and conformational mobility on the electrophilic substitution of cymantrenes is discussed. Benzyl cymantrene is attacked more easily in the cyclopentadienyl than in the phenyl ring. © 1968 Springer-Verlag.