Dipheno-silyliminoquinones – A 14π-system

Lithium salts of 2.6-dialkylanilines react with di-tert-butylfluorosilanes to give mono (1–3) – and bis (7, 8)-(2.6-dialkylphenylamino)silanes. Amino-2.6-dimethylphenyl-(di-tert-butylfluoro)silane (1) forms with BuLi a dimeric lithium salt (4) containing an eight-membered (LiFNSi)2 ring system. Thermally, 4 loses LiF and a bicyclic compound (9) via iminosilenes is obtained. The lithium salt of the bulkier amino-2.6-diisopropylphenyl-(di-tert-butylfluorosilanes) (5–7) thermally loses LiH and iminosilanes (10–12) with a 14π-system are isolated. The reaction mechanisms and crystal structures are discussed.