78018-52-7Relevant academic research and scientific papers
A NEW REDUCTIVE SILYLATION OF p-QUINONES WITH HEXAMETHYLDISILANE CATALYZED BY IODINE
Matsumoto, Hideyuki,Koike, Shunji,Matsubara, Ikuya,Nakano, Taichi,Nagai, Yoichiro
, p. 533 - 534 (2007/10/02)
In the presence of a catalytic amount of iodine, hexamethyldisilane can reductively silylate p-quinones under mild conditions to afford 1,4-bis(trimethylsiloxy)arenes in high yields.
Pyridinium Chlorochromate Releases Quinones from Hydroquinone Silyl Ethers.
Willis, John P.,Gogins, Kitty A.,Miller, Larry L.
, p. 3215 - 3218 (2007/10/02)
The pyridinium chlorochromate oxidation of six bis(trimethylsilyl) and six bis(tert-butyldimethylsilyl) ethers of p-hydroquinones at room temperature in methylene chloride solution gave the corresponding quinones in 60-90percent yield.The bis(trimethylsilyl) ethers were slightly more reactive than the bis(tert-butyldimethylsilyl) ethers.High oxidation efficiency was indicated by a 1:1 molar stoichiometry; however, more convenient reaction times were obtained at a 2:1 molar ratio of pyridinium chlorochromate (PCC) to hydroquinone silyl ether.The mechanism is discussed based upon comparisons of relative reaction rates with electrochemical oxidation potentials.
