59079-21-9Relevant academic research and scientific papers
Preparation of novel selenapenams and selenacephems by nucleophilic and radical chemistry involving benzyl selenides
Carland, Michael W.,Martin, Robyn L.,Schiesser, Carl H.
, p. 2612 - 2618 (2007/10/03)
2,2a-Dihydro-1H,8H-azeto[2,1-b][1,3]benzoselenazin-1-one (12), 5-selena-1-azabicyclo[4.2.0]oct-3-en-8-one (13), ethyl 1-aza-7-oxo-4- selenabicyclo[3.2.0]heptane-2-carboxylate (16), and benzoselenopenem (33) can be prepared in 39-85% yield through the intr
A novel synthesis of selenides and selenol esters using liquid-liquid phase-transfer catalysis
Takido, Toshio,Toriyama, Masaharu,Yamashita, Kentaro,Suwa, Tomoyuki,Seno, Manabu
, p. 319 - 326 (2007/10/03)
This article describes the first attempt to synthesize selenides and selenol esters prepared from the reaction of 1-benzyl or 1-acyl-selenophenylmethaniminium halides and organic halides under liquid-liquid phase-transfer conditions. This method also can
Rates of Oxidation of o-Nitrobenzeneselenenyl Compounds by m-Chloroperoxybenzoic Acid and the Rate of Reaction of o-Nitrobenzeneselenol with o-Nitrobenzeneselenenic Acid
Kice, John L.,Chiou, Shishue
, p. 290 - 294 (2007/10/02)
Rate constants for the oxidation of a series of o-nitrobenzeneselenenyl derivatives (Ar = o-O2NC6H4) by m-chloroperoxybenzoic acid (MCPBA) have been measured at 25 deg C in ethanol (compound, kPA (M-1s-1)): ArSeH, 1.1 * 104; ArSeOH, 80; ArSeOSeAr, 12; ArSeOEt, 4; ArSeSeAr, 0.15.The rate constant (kArSeH = 1.0 * 102 M-1s-1) for the reaction of ArSeH with ArSeOH to give ArSeSeAr (eq 3), which is pH independent in acid solution, has also been determined.Significant practical consequences of these and related results include the following: (a) the rate of oxidation of selenol (ArSeH) to selenenic acid (ArSeOH) is enough faster than either the oxidation of ArSeOH to seleninic acid (ArSeO2H) or eq 3 so that oxidation of the selenol with 1 molar equiv of MCPBA gives ArSeOH in high yield; (b) with a weaker oxidant, hydrogen peroxide, the rate of oxidation of the selenol is enough slower than the rate of eq 3 that the diselenide (ArSeSeAr) becomes the almost exclusive product; (c) the rate of oxidation of the diselenide is so much smaller than that of any of the other compounds that its initial oxidation to ArSeOSeAr is far and away the slowest step in its overall oxidation to seleninic acid by excess peracid.
