- Synthesis of phenols via fluoride-free oxidation of arylsilanes and arylmethoxysilanes
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Rapid, efficient methods have been developed to prepare phenols from the oxidation of arylhydrosilanes. The effects of arene substituents and fluoride promoters on this process show that while electron-deficient arenes can undergo direct oxidation from the hydrosilane, electron-rich aromatics benefit from silane activation via oxidation to the methoxysilane using homogeneous or heterogeneous transition metal catalysis. The combination of these two oxidations into a streamlined flow procedure involving minimal processing of reaction intermediates is also reported.
- Rayment, Elizabeth J.,Summerhill, Nick,Anderson, Edward A.
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p. 7052 - 7060
(2012/10/07)
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- Electrochemical synthesis of symmetrical difunctional disilanes as precursors for organofunctional silanes
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Difunctional disilanes of the general type XR2SiSiR2X (1-5) (X = OMe, H; R = Me, Ph, H) have been synthesized by electrolysis of the appropriate chlorosilanes XR2SiCl in an undivided cell with a constant current supply and in the absence of any complexing agent. Reduction potentials of the chlorosilane starting materials derived from cyclic voltammetry measurements were used to rationalize the results of preparative electrolyses. Organofunctional silanes of the general formula MeO(Me 2)SiC6H4Y (6a-c, 7) were subsequently obtained by the reaction of sym-dimethoxytetramethyldisilane (1) with NaOMe in the presence of p-functional aryl bromides BrC6H4Y (Y = OMe, NEt2, NH2).
- Grogger, Christa,Loidl, Bernhard,Stueger, Harald,Kammel, Thomas,Pachaly, Bernd
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p. 105 - 110
(2007/10/03)
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- Electrochemical method for the production of organofunctional silanes
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Organofunctional silanes are prepared in high yield by electrochemically reacting a silane bearing a halo or alkoxy group with a hydrocarbon bearing a halo or alkoxy group in an undivided electrolysis cell with no or minimal complexing agent present.
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Page/Page column 4
(2008/06/13)
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- Photochemical protodesilylation of 2-R3Si-1,3-dimethoxybenzenes. Direct observation of β-silyl-substituted cyclohexadienyl cations
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Irradiation (254 nm) of the title compounds 5 (R3Si = Me3Si, Ph2MeSi, and 4-XC6H4Me2Si with X = 4-MeO, 4-Me, H, 4-F, and 4-Cl) in 1,1,1,3,3,3-hexafluoroisopropyl alcohol (HFIP) results in q
- Lew, Calvin S. Q.,McClelland, Robert A.
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p. 11516 - 11520
(2007/10/02)
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