1: 54 percent / KOH / methanol 2: 75 percent / p-TsOH / toluene 3: 75 percent / LiAlH4; aq. H2SO4 / Heating View Scheme

1: 57 percent / KOH / methanol 2: 54 percent / KOH / methanol 3: 75 percent / p-TsOH / toluene 4: 75 percent / LiAlH4; aq. H2SO4 / Heating View Scheme

in tetrahydrofuran T=-78°C; Inert atmosphereSchlenk techniqueReflux;

2: Heating View Scheme

Heating; Title compound not separated from byproducts;

n-butyllithium in tetrahydrofuran; hexane 120 h; Heating;

zinc in ethanol under N2; Ru salt stirred in degassed EtOH until complete dissolution had occurred (2-3 h); 1 equiv. of cyclopentadiene added followed by 2.7 equiv. of tetramethylcyclopentadiene; Zn dust added slowly; heated at reflux for 6 h; solvent and volatiles removed under vac.; extd. with hot hexanes; filtered through Celite; filtrate purified on Al2O3 column (hexanes); solventremoved by rotary evapn.; mixt. of (Me4Cp)CpRu : Cp2Ru : (Me4Cp)2Ru = 46.7percent : 21.4percent : 31.9 percent; without sepn.;

n-butyllithium; N,N,N',N,-tetramethylethylenediamine 1) hexane, room temp., 15 h; 2) Et2O, reflux, 3 d; Yield given. Multistep reaction;

1: 1,2,3,4-tetramethylcyclopentadiene With n-butyllithium in diethyl ether; hexane 2: dimethyl-dichlorosilane in tetrahydrofuran

1: n-butyllithium / diethyl ether; hexane; pentane / 12 h / -78 °C / to RT 2: pentane / 12 h / 0 °C View Scheme