- 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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- 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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