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A Xerogel-Sequestered Selenoxide Catalyst for Brominations with Hydrogen Peroxide and Sodium Bromide in an Aqueous Environment.

  作者 Bennett, Stephanie M.;Tang, Ying;McMaster, Danielle;Bright, Frank V.;Detty, Michael R.;  
  选自 期刊  Journal of Organic Chemistry;  卷期  2008年73-17;  页码  6849-6852  
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[摘要]4-(Hydroxymethyl)phenyl benzyl selenoxide sequestered in a 3-aminopropyltriethoxysilane/tetraethoxysilane catalyzes the bromination of org. substrates (4-pentenoic acid, 3,5-dihydroxybenzoic acid, 1,3,5-trimethoxybenzene, N-phenylmorpholine, and N,N-dimethylaniline) with NaBr and H2O2. Catalyst performance (reaction rate) when sequestered within the halide-permeable xerogel is 23-fold greater in comparison to xerogel-free catalyst in soln. The catalyst is easily sepd. from the reaction mixt. via filtration and the recovered catalyst can be reused without loss of activity through formation of the first 80 mol of product per mol of catalyst.

 
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