Di-tert-butylsilylene (2), generated by photolysis of hexa-tert-butylc
yclotrisilane, reacts with N-methylpyrrole possibly via an intermediat
e [2 + 1] cycloadduct to furnish butyl-2-methyl-2-aza-3-silabicyclo[2.
2.0]hex-5-ene (7). On heating, 7 rearranges by an electrocyclic reacti
on to provide the correspondingly substituted 1-aza-2-silacyclohexa-3,
5-diene 8. Further treatment of 7 with 2 gives, presumably through a t
ricyclic compound, the final product utyl-1-methyl-1-aza-2,5-disilacyc
lohepta-3,6-diene (10), which was characterized by an X-ray structure
analysis.