Reactions of radioactive recoil atoms with arenes

Briνkman, G. A.

doi:10.1021/cr00043a003

Cited by 20 publications

(19 citation statements)

References 48 publications

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“…We could not separate these four isomers, but the total Η substitution yields were estimated from the on-line measurements in case of 38 CI, by summing the activities of small peaks eluting after the parent compound (only 2,6-C 6 H 3 Cl 2 NH 2 was available as carrier). The 38 Cl-for-H substitution yield of about 0.6% per aromatic Η atom is of the same order as reported for other scavenged substituted arenes [24]. COENEN etal.…”

Section: η Substitutionsupporting

confidence: 82%

“…We have no reasonable explanation for the differences in these yields, but it is obvious that the yield of the high boiling products is much lower than that observed for other chloroarenes, such as C 6 H s C1, C 6 H 4 C1 2 [17] and C 6 H 4 C1CH 3 [9] irradiated under similar conditions. In general, the yields of high boiling 38 CI labeled compounds formed from substituted benzenes are in the order of 20-30%, but they are lowered in the presence of I 2 or Br 2 [24]. In the case of various substituted chlorobenzenes, only some percent of 100 Brought to you by | University of California Authenticated Download Date | 6/13/15 6:07 PM dimers were formed, and almost no higher polymers, as was found by gelfiltration experiments [9,17].…”

Section: Polymer and Inorganic Yieldsmentioning

confidence: 99%

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Reactions of Recoil CI Atoms with Chloroanilines

1984

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Reactions of recoil 34m Cl and 3, C1 atoms with o-and m-C 6 H, CINHJ result under high dose conditions in a total organic yield of about 15%, much lower than reported for all other substituted benzenes. The Cl-for-Cl substitution yield is about 5%, which means that thermal ipso addition -a major reaction channel for other chlorobenzenes -does not take place. The yield of polymers is about 3%, almost a factor of ten lower than for other arenes. It is supposed that Η abstraction from the NH 2 group by thermal and energetic CI atoms is the major process.

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Section: η Substitutionsupporting

confidence: 82%

Section: Polymer and Inorganic Yieldsmentioning

confidence: 99%

Reactions of Recoil CI Atoms with Chloroanilines

1984

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“…These studies [1,2] involve the influence of a substituent in the benzene ring on the aromatic replacement. Intermolecular competition experiments were performed in order to understand the mechanism and selectivity effects for hot and thermal substitution reactions.…”

Section: Introductionmentioning

confidence: 99%

Recoil ³⁸CI Reactions with Halobenzenes: Substituent Effects

Chandrasekhar¹,

Rao²

1989

Radiochimica Acta

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Reactions of recoil 3 8 CI atoms with substituted halobenzenes have been investigated. The organic yields in all the investigated systems were enhanced when the samples were exposed to a relatively high accompanying gamma dose. The results suggest that the substituent F on the benzene ring has no effect on the reactions of recoil 3, C1 atoms. I 2 had no effect on the yields measured with o-and p-C 6 H 4 FCH,Cl compounds, suggesting the absence of thermal reactions. However, both the total organic and parent yields were considerably reduced in o-and p-C 6 H 4 C1CF 3 compounds when I 2 was added. The lower 38 C1-for-Cl substitution yield in o-C"H 4 C1CFJ than that in para isomer was attributed to steric effects. Relative reactivities of recoil CI in mixtures of some of the investigated compounds were evaluated using the model developed by KONTIS and URCH.

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“…In liquid phase hot atom chemistry, the reactions of recoil atoms with substituted chlorobenzenes have been the subject of several publications (see recent reviews [1,2]). These studies were performed with the aim of gaining insight into the mechanisms of the hot and thermal substitution and abstraction processes as well as selectivity effects by measuring the total organic, substitution and Polymerie yields [3][4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Reactions of Recoil ³⁸Cl Atoms with α-Chlorotoluenes

1985

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Recoil "Cl/a-Otlorotoluenes/Reactivity parameters AbstiactReactions of recoil "Q atoms with a-chlorotoluenes and substituted a-chlorotoluenes are investigated. While the total organic yieldsinCjHsCHjCl, CeHjCHClj andC^HjCCl, increasewith the increasing number of C1 atoms, the parent yields remain more or less the same. The yields in these systems in the presence of I, are enhanced contrary to the normal behaviour observed with arenes suggesting a nucleophilic substitution of benzyl iodides by thermal "Cl" ions. However, the yields in the substituted achlorotoluenes are not affected by I, due to the possibility of thermal ipso attack in unscavenged systems. The reactivity Parameters in mixtures of the investigated Compounds with methanol, cyclohexane and high ir-electron density scavengers are evaluated by the model of KONTIS and URCH and the underlying chemical processes are discussed.

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Reactions of radioactive recoil atoms with arenes

Cited by 20 publications

References 48 publications

Reactions of Recoil CI Atoms with Chloroanilines

Reactions of Recoil CI Atoms with Chloroanilines

Recoil ³⁸CI Reactions with Halobenzenes: Substituent Effects

Reactions of Recoil ³⁸Cl Atoms with α-Chlorotoluenes

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Reactions of radioactive recoil atoms with arenes

Cited by 20 publications

References 48 publications

Reactions of Recoil CI Atoms with Chloroanilines

Reactions of Recoil CI Atoms with Chloroanilines

Recoil 38CI Reactions with Halobenzenes: Substituent Effects

Reactions of Recoil 38Cl Atoms with α-Chlorotoluenes

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Recoil ³⁸CI Reactions with Halobenzenes: Substituent Effects

Reactions of Recoil ³⁸Cl Atoms with α-Chlorotoluenes