78181-02-9Relevant academic research and scientific papers
Iodination of organic substrates with halide salts and H2O2 using an organotelluride catalyst.
Higgs,Nelen,Detty
, p. 349 - 352 (2001)
[figure: see text] Organotelluride 1 is a water-soluble catalyst for the oxidation of iodide with hydrogen peroxide in pH 6 phosphate buffer. In two-phase systems, organic substrates are efficiently iodinated using 0.8 mol % of catalyst. Water-soluble substrates are iodinated without an organic cosolvent.
Xerogel-sequestered silanated organochalcogenide catalysts for bromination with hydrogen peroxide and sodium bromide
Gatley, Caitlyn M.,Muller, Lisa M.,Lang, Meredith A.,Alberto, Eduardo E.,Detty, Michael R.
, p. 9616 - 9639 (2015/08/06)
While H2O22 is a powerful oxidant, decomposing into environmentally benign H2O and O2, a catalyst is often required for reactions with H2O2 to proceed at synthetically useful rates. Organotellurium and organoselenium compounds catalyze the oxidation of ha
Imidazolium-containing diselenides for catalytic oxidations with hydrogen peroxide and sodium bromide in aqueous solutions
Alberto, Eduardo E.,Detty, Michael R.,Braga, Antonio L.
, p. 10476 - 10481,6 (2012/12/12)
The design and synthesis of imidazolium-containing diselenides 4a-c is described. The introduction of the N-methylimidazolium group gives freely soluble compounds in water, unlike the majority of common organic diselenides. Catalytic amounts of 4a-c effectively promote bromination of organic substrates using a safe and inexpensive NaBr/H2O2 system in water. Kinetics experiments revealed that the bromination of 4-pentenoic acid has a first-order dependence with respect to both NaBr and H2O2 concentrations The rate of reaction was also sensitive to the pH of the solution. Preparative reactions showed that, compared to 4a, diphenyl diselenide 5 was a poor catalyst and the ionic liquid 1-benzyl-3-methylimidazolium bromide 6 showed no catalytic activity with H2O2 indicating synergy from the combined functionality.
Solvent-free phase-vanishing reactions with PTFE (Teflon) as a phase screen
Pels, Kevin,Dragojlovic, Veljko
scheme or table, (2010/04/22)
In a solvent-free phase-vanishing reaction with PTFE (polytetrafluoroethylene, Teflon) tape as the phase screen, a thermometer adapter is utilized to insert a PTFE-sealed tube into the vapor phase above the substrate. Besides avoiding use of solvents, the experimental design is not dependent upon the densities of the reactants and the procedure generates little or no waste while providing the reaction products in high yield and in high purity.
A xerogel-sequestered selenoxide catalyst for brominations with hydrogen peroxide and sodium bromide in an aqueous environment
Bennett, Stephanie M.,Tang, Ying,McMaster, Danielle,Bright, Frank V.,Detty, Michael R.
, p. 6849 - 6852 (2008/12/22)
(Chemical Equation Presented) 4-(Hydroxymethyl)phenyl benzyl selenoxide (4) sequestered in a halide-permeable, Class II xerogel formed from 10/90 (mol/mol) 3-aminopropyltriethoxysilane/tetraethoxysilane catalyzes the bromination of organic 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 solution. The catalyst is easily separated from the reaction mixture via filtration and the recovered catalyst can be reused without loss of activity through formation of the first 80 mol of product per mole of catalyst.
