Triaryl-silyl, -germyl, and -stannyl radicals .MAr3 (M = Si, Ge, or Sn and Ar = 2,4,6-Me3C6H2) and .Ge(2,6-Me2C6H3)3: Synthesis and ESR studies

From polysubstituted 1,5-dihydro-s-indacene lithium derivatives to polysubstituted hydro-s-indacenyl radicals by a new method involving a single electron transfer from an electron rich olefin

“…The reaction 1c Scheme 1, is similar to those previously observed in the formation of organic radical anions [34,35] and organometallic E 14 centred radicals from the reaction of R 3 E 14 Cl with the same ERO [33,36,37] which seems to proceed via an initial single electron transfer (SET) which transforms the oxidized ERO into 2-chloro 1,3-dimethylimidazolidine cation (B, Eq. (1) in Chart 3).…”

“…Therefore we used a third method (1c) to obtain the desired radical: the electron rich olefin (ERO), we previously used to prepare element group 14 centerdradicals [31][32][33] and organic radical anions [34,35], was reacted with monolithium derivatives of the polyalkyl-1,5-dihydro-s-indacene (Scheme 1).…”

“…Compared to the imidazolidinium halides [33,[36][37][38]40] the imidazolidinium salts, obtained in reactions between polyalkyl-hydro-s-indacenyllithium derivatives and ERO or the corresponding imidazolidinium halides, present a delocalized soft counter anion and are not stable. They decompose to the corresponding radicals through a monoelectronic process providing a new easy route to organic radicals.…”

Preparation and ESR characterization of polyalkyl-s-indacenyl anion-radicals from polyalkyl-1,5-dilithio-s-indacenes

“…The ERO has been used before to produce metal-centred radicals, by reduction of the metal in group 14 metal chlorides (MCl), followed by chlorine abstraction [24,26,27] (Scheme 2) and also to produce organic radicals [10] and anion radicals [28,29]. The initial SET processes were also established in the case of various compounds electron acceptors [10,[28][29][30].…”

Reactions of cyclotrigermane and germylenes with carbonyl compounds: Cycloadducts and oligomers

“…The similarity in g and a H values of this radical and the one generated by the reaction of Mes 3 Ge. [4] with fluorenone (Equation 4) or in the reaction of Ph 3 Ge. with fluorenone [5] indicated that the initially formed intermediate had the same structure, namely, of an O-germylated fluorenyl radical.…”