Thallium in organic synthesis. IX. Facile thallation of aromatic compounds with thallium(III) trifluoroacetate (1, 2)

McKillop, Alexander; Fowler, Joanna S.; Zelesko, Michael J.; Hunt, J. D.; Taylor, Edward C.; McGillivray, G.

doi:10.1016/s0040-4039(01)88180-6

Cited by 67 publications

(9 citation statements)

References 3 publications

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“…The eletrophilic aromatic thallation is a versatile reaction, because the aryl thallium intermediates can be converted into several kinds of useful products. The reaction is usually performed using TTFA in TFA, as established for the first time in 1969 by McKillop et al 117 Somei and co-workers [118][119][120][121] have explored the use of the (3-formylindol-4-yl)thalliumbis(trifluoroacetate) (96), prepared for the first time by Hollins et al, 122 for a number of transformations (Scheme 54).…”

Section: Aromatic Thallationmentioning

confidence: 99%

Thallium(III) in Organic Synthesis

Ferraz¹

1999

Synthesis

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Section: Aromatic Thallationmentioning

confidence: 99%

Thallium(III) in Organic Synthesis

Ferraz¹

1999

Synthesis

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“…A spin trapping reagent, PMNB, was prepared according to the literature. 8 Decrease of molecular weight of polymers after stirring was measured as a function of time.…”

Section: Commercial Polymersmentioning

confidence: 99%

Direct Evidence for Main Chain Scissions of Polymers in Solution Caused by High Speed Stirring

Tabata

Hosokawa

Watanabe

et al. 1986

Polym J

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ABSTRACT:Mechanical degradation of polymers in soluiton caused by high speed stirring was investigated in order to obtain unequivocal direct information for main-chain scissions of polymers using ESR method combined with a spin trapping technique. It is interesting to know whether or not such main-chain scission radicals with short lifetimes can be stabilized by pentamethylnitrosobenzene (PMNB), as a spin trapping reagent forming a nitroxide radical. Several polymers in benzene solution added with PMNB were agitated by a high speed stirring in nitrogen atmosphere and ESR spectra obtained were analyzed. The analysis of ESR spectra from the nitroxide radicals called spin adducts enabled us to obtain information on main-chain scissions of several polymers, for example, poly(styrene) (PSt), poly(

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“…For experiments with radioactive IXF-F2 the initial non-radioactive Fz was allowed to bleed from the 50 mL ballast bulk into the target described above, followed by Nc at 150 psig to force the fluorine bolus into the target (18). After irradiation with the proton beam, the radioactive gas was allowed to expand back through the manifold into the reaction vessel under its own pressure.…”

Section: Sjizfhesis 0]"~~7fl~~orodenzei1e ~Rsirig '"F-fzmentioning

confidence: 99%

The cleavage of aryl-metal bonds by elemental fluorine: synthesis of aryl-fluorides

Adam¹,

Berry²,

Hall³

et al. 1983

Can. J. Chem.

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The reaction of elemental fluorine with phenyl derivatives of tin, lead, germanium, silicon, mercury, and thallium has been studied with the aim of developing a general method for labelling aromatic compounds with radioactive 18F. Rapid synthesis of fluorobenzene was achieved in varying chemical yields up to 70%, depending largely upon the metal substrate used, with aryl–tin compounds giving the highest yields. Radiochemical yields are also given for the synthesis of 18F-fluorobenzene from the cleavage of aryl–tin bonds with 18F-F2.

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Thallium in organic synthesis. IX. Facile thallation of aromatic compounds with thallium(III) trifluoroacetate (1, 2)

Cited by 67 publications

References 3 publications

Thallium(III) in Organic Synthesis

Thallium(III) in Organic Synthesis

Direct Evidence for Main Chain Scissions of Polymers in Solution Caused by High Speed Stirring

The cleavage of aryl-metal bonds by elemental fluorine: synthesis of aryl-fluorides

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