Photolytic reactions of bis(trimethylsilyl)mercury and bis(trimethylgermyl)mercury with benzene, toluene, and anisole. Free-radical aromatic silylation and germylation

Diphenylphosphinite ionic liquid (IL-OPPh2): A solvent and ligand for palladium-catalyzed silylation and dehalogenation reaction of aryl halides with triethylsilane

“…Drawback of this methodology is the limited number of substrates available. Another method is the catalytic conversion of C-H bonds to C-Si bonds in the presence of transition-metal complexes [5,6]. Different research groups separately reported on the transition-metal-catalyzed coupling reaction of aryl halides with trialkoxysilanes [7][8][9][10][11].…”

Catalytic Silylation of Unactivated C–H Bonds

“…The authors investigated the possibility that the Pt-catalyzed silylation occurred by radical intermediates. 84 Although the reaction of toluene in the presence of di-tert-butyl peroxide and in the absence of the Pt catalyst gave a mixture of products in a ratio similar to that from the normal catalytic reaction, the total yield was only 0.9%. In addition, the reaction run with radical inhibitors, such as 2,6-di-tert-butyl-p-cresol (BHT) or galvinoxyl, did not lead to a significant change in the yield or regioselectivity.…”

“…The authors investigated the possibility that the Pt-catalyzed silylation occurred by radical intermediates . Although the reaction of toluene in the presence of di- tert -butyl peroxide and in the absence of the Pt catalyst gave a mixture of products in a ratio similar to that from the normal catalytic reaction, the total yield was only 0.9%.…”

Intramolecular dearomative 1,4-addition of silyl and germyl radicals to a phenyl moiety

“…This was ascribed to the significantly weaker Ge–C bond, whose formation is less favourable compared to the that of the dimer (Me 3 Ge) 2 (Scheme 2a). 8 The chemistry of silyl and germyl radical species and their reactivity have been summarized in numerous review articles over the past decades. 9…”

“…This was ascribed to the significantly weaker Ge-C bond, whose formation is less favourable compared to the that of the dimer (Me 3 Ge) 2 (Scheme 2a). 8 The chemistry of silyl and germyl radical species and their reactivity have been summarized in numerous review articles over the past decades. 9 Considering the addition to multiple bonds or aromatic systems, germyl radicals are comparatively less reactive than their silicon counterparts.…”