1998
DOI: 10.3891/acta.chem.scand.52-0062
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The Return of the Succinimidyl Radical.

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Cited by 11 publications
(23 citation statements)
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“…It has been demonstrated that S is a weaker oxidant than G, especially in air, because O 2 forms a peroxy radical with the ring-opened isomer of S. The S Á opening and closure rate constants were deduced to be 10 7 and 10 6 s À1 , respectively. 239 A pulse radiolysis study of one-electron reduction of a series of aryl compounds, all containing an N,N-bis(2-chloroethyl)-N-methylammoniomethyl substituent, demonstrates that, unlike the nitrobenzyl halides, the nitrobenzyl quaternary ammonium mustards do not undergo intramolecular electron transfer from their radical anions to form benzyl radicals. 240 The one-electron reduced form of benzodipteridine was found to be less basic than £avin.…”
Section: Organic Solutesmentioning
confidence: 99%
“…It has been demonstrated that S is a weaker oxidant than G, especially in air, because O 2 forms a peroxy radical with the ring-opened isomer of S. The S Á opening and closure rate constants were deduced to be 10 7 and 10 6 s À1 , respectively. 239 A pulse radiolysis study of one-electron reduction of a series of aryl compounds, all containing an N,N-bis(2-chloroethyl)-N-methylammoniomethyl substituent, demonstrates that, unlike the nitrobenzyl halides, the nitrobenzyl quaternary ammonium mustards do not undergo intramolecular electron transfer from their radical anions to form benzyl radicals. 240 The one-electron reduced form of benzodipteridine was found to be less basic than £avin.…”
Section: Organic Solutesmentioning
confidence: 99%
“…For example, the 2-(isocyanatocarbonyl)ethyl radical cyclised rapidly to the succinimidyl radical but the rate of ring opening was almost as fast. 1,2 Similarly, the 3-(iso cyanatocarbonyl)propyl radical afforded the glutarimidyl radical; but this 6-endo-type process was reversible. 2 We showed recently that the 2-(2-isocyanatophenyl)ethyl radical (1) underwent ring closure at the central C-atom, in the endo mode, to afford acylaminyl radical 2 and, to a minor extent, at the N-terminus to produce aminoacyl radical 4 (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
“…1,2 Similarly, the 3-(iso cyanatocarbonyl)propyl radical afforded the glutarimidyl radical; but this 6-endo-type process was reversible. 2 We showed recently that the 2-(2-isocyanatophenyl)ethyl radical (1) underwent ring closure at the central C-atom, in the endo mode, to afford acylaminyl radical 2 and, to a minor extent, at the N-terminus to produce aminoacyl radical 4 (Scheme 1). 3 The resonance stabilisation of radical 2 reinforced the ring closure and inhibited the reverse ring opening so that substantial amounts of cyclised products could be isolated (Scheme 1).…”
Section: Introductionmentioning
confidence: 99%
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“…Die auf diese Weise erzielten Regioselektivitäten bei der Bromierung von Alkanen sind allerdings erheblich geringer als mit Bromradikalen, [82] während im Vergleich zu den Chlorierungen über Chlorradikale auf diese Weise höhere Selektivitäten beobachtet werden. [83] Für die vorliegende Arbeit sind aber die Eigenschaften von kohlenstoffzentrierten Radikalen am bedeutendsten (Schema 6), weil hierbei die höchsten Selektivitäten erzielt werden können. Bislang haben hauptsächlich die halogensubstituierten Alkylradikale (•CCl 3 ,…”
Section: Die Regioselektivität Von Radikalischen Substitutionen In Al...unclassified