1988
DOI: 10.3987/rev-87-373
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Prganic Nitrosonium Salts as Oxidants in Organic Chemistry

Abstract: Order-and Psychologists-in the Court This is not like squeezing the grapefruit one more time for that last bit of juice. It is more like remembering that there is the other half still untouched.Last September this column made a foray into the courtroom, did a bit of reconnoitering with the help of psychologists who knew the terrain, promptly took cover again to study the field maps. With the help of our colleagues who had lived among the natives, we interpreted the language of the land of law, looked a bit at … Show more

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Cited by 210 publications
(114 citation statements)
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“…For example, a reaction like Hoffman decomposition takes place under the action of a base to produce a nitroso compound, if a double bond with oxygen or nitrogen is present at the 4-position of the piperidine ring 31),34), 37) . If a nitrosonium has chloride ion as the counter anion, ring cleavage also occurs under the action of sodium benzoate and silver benzoate, even if the 4-position has no double bond 33) .…”
Section: Characteristics Of Hals Nitrosonium Salt 1 General Charactementioning
confidence: 99%
“…For example, a reaction like Hoffman decomposition takes place under the action of a base to produce a nitroso compound, if a double bond with oxygen or nitrogen is present at the 4-position of the piperidine ring 31),34), 37) . If a nitrosonium has chloride ion as the counter anion, ring cleavage also occurs under the action of sodium benzoate and silver benzoate, even if the 4-position has no double bond 33) .…”
Section: Characteristics Of Hals Nitrosonium Salt 1 General Charactementioning
confidence: 99%
“…[83] However, the fact that 2,2,6,6-tetramethylpiperidine N-oxide (TEMPO), which is oxidized by a suitable oxidant (Cl 2 , Br 2 , XeF 2 , etc.) by liberation of a single electron, [84] reacts rapidly with selectfluor [20] strongly suggests that selectfluor can participate in SET reactions. Based on this evidence and on additional data supporting SET with other NÀF reagents, it is probable that SET also occurs with selectfluor, but that the radical intermediates are strongly destabilized and therefore unlikely to be detected.…”
Section: Electrophilic Fluorinationmentioning
confidence: 99%
“…Organic nitroxyl radicals are known to be an effective redox mediator for various types of oxidation reactions with organic compounds [3]. A number of groups have recently reported the development of efficient organic nitroxyl radical catalyzed reactions [4][5][6][7].…”
Section: Electrocatalytic Oxidation Of Carbohydrates Mediated By Nitrmentioning
confidence: 99%