9,10-Di-tert-butyl-9,10-dihydro-9,10-disilaanthracenes
(trans-3 and cis-3) were
synthesized,
and their structures were determined by X-ray crystallography. The
trans and cis isomers
have a different conformation of the disilacyclohexadiene rings:
trans-3 has a chair-like
structure, while cis-3 has a boat-like structure.
On irradiation of a solution of trans-3
or
cis-3 in the presence of di-tert-butyl
peroxide, trans-3 and cis-3
isomerized to each other
and reached an equilibrium to give a mixture of
cis-3 (81%) and trans-3
(19%). The
isomerization shows the inversion of the radical center of the
intermediate silyl radicals,
which is rare in reactions of silyl radicals. Considering the
reaction mechanism, the silyl
radicals derived from trans-3 and
cis-3 are found to be relatively stable, probably
due to
bulky tert-butyl substituents.
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