FUNCTIONALIZED CYCLOPENTADIENES - SYNTHESIS OF 1,2,3,4,5-PENTAALLYCYCLOPENTADIENE AND 1,2,3,4-TETRAALLYCYCLOPENTADIENE

The synthesis of new penta- and tetraallylated cyclopentadienes is des cribed. The title compounds 1a and 2a can be synthesized in a one-pot procedure from cyclopentadiene with a tenfold excess of both sodium hy dride and allyl bromide under phase-transfer catalytical conditions. T hey are obtained in a mixture with their isomers from which they call be separated by metallation using potassium hydride giving the corresp onding cyclopentadienides. Thus, these compounds are suitable candidat es for the synthesis of multifunctionalizable organometallic systems.