Anodic properties of silafluorenes

摘要: Abstract Three 1,3-diphenyl ring-substituted silafluorenes ( I – III ) and one ring-unsubstituted derivative, 1,1-diphenylsilafluorene IV were characterized electrochemically by cyclic voltammetry measurements in dichloromethane-acetonitrile (1:4, v/v)-lithium perchlorate at both Pt glassy carbon (GC) anodes. Compounds show least two irreversible oxidation waves, the first being a lower potential (around 1.4 V) second around 1.75 V whereas exhibits only wave 1.85 V (vs. Ag/AgCl). Electrolysis C (graphite) anode under controlled conditions led to expulsion of silicon moiety all cases. Introducing phenyl groups on silafluorene ring 1 3 positions afforded 1,3,5-triphenylbenzene as sole aromatic hydrocarbon product. However, ‘naked’ compound showed less selectivity, producing mixture products involving biphenyl, substituted biphenyls (and additional unidentified hydrocarbon). The fragments formed mostly linear siloxanes However reaction was selective than produced addition “intermediate” containing single C–Si bond (out parent ring) due cleavage.