Regioselektive Metallierung des Phenylcyclopropans sowie leichte Anlagerung des 1‐Phenylcyclopropyl‐kaliums an Äthylen

Abstract

Regioselective Metalation of Phenylcyclopropane and Smooth Addition of 1‐Phenylcyclopropyl Potassium onto EthyleneWhereas pentyl sodium in pentane mainly promotes a hydrogen/metal exchange reaction at the m‐ and p‐position of phenylcyclopropane, both the butyllithium/potassium t‐butoxide reagent and trimethylsilylmethyl potassium in tetrahydrofuran convert phenylcyclopropane exclusively into 1‐phenylcyclopropyl potassium. The latter organometallic derivative adds smoothly onto the double bond of ethylene at temperatures around −40°.