Synthesis and Reactivity of and Silapropellanes

Article abstract of DOI:10.1016/S0040-4020(01)80581-0

The dilithiated compound 3 reacted with 1,3-dichlorotrisilane to give <3.1.1>trisilapropellane 1 as a stable form.The reaction of 3 with 1,2-dichlorodisilane gave the ether-incorporated product 9 through <2.1.1>disilapropellane 13.Reductive coupling of the bissilylated tricyclo<4.1.0.0^2,7>heptane 23a also provided <3.1.1>disiloxapropellane 25 via the intermediate of <2.1.1>disilapropellane 24a.The compounds 1 and 25 show an unique reactivity in the presence of acid to give 7 and 27.The structures of 7 and 27 sharing common ring system have been determined by 2D-NMR and X-ray crystal analysis, respectively.Theoretical studies are also carried out by MNDO method.