e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Journal of Fluorine Chemistry

Aromatic fluoroderivatives. XCVI. Reactions of polyfluoroaromatic compounds with salts of the fluorochloronium and fluorobromonium

VV Bardin, GG Furin, GG Yakobson

Index: Bardin,V.V.; Furin,G.G. Journal of Fluorine Chemistry, 1983 , vol. 23, p. 67

Full Text: HTML

Citation Number: 12

Abstract

Abstract Polyfluorinated derivatives of benzene, naphthalene and pyridine react with salts of the difluorochloronium ClF+ 2, difluorobromonium BrF+ 2 and tetrafluorobromonium BrF+ 4 cations to give fluorinated derivatives of 1, 4-cyclohexadiene and 1-aza-1, 3-cyclohexadiene respectively. In the absence of fluorine anion acceptors, ClF 3, BrF 3 and BrF 5 are less reactive in these reactions than salts of the HalF+ n cations.

3-Chlorotetrafluoropyridine Structure

3-Chlorotetrafl...

~72%

5-chloro-2,2,3,3,4,6-hexafluoropyridine Structure

5-chloro-2,2,3,...

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perfluoronitrobenzene Structure

perfluoronitrob...

~42%

1,2,3,3,4,6,6-heptafluoro-5-nitrocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

5-bromo-1,3,3,4,4,5,6,6-octafluoro-2-nitrocyclohexene Structure

5-bromo-1,3,3,4...

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Pentafluoropyridine Structure

Pentafluoropyridine

~60%

2,2,3,3,4,5,6-heptafluoropyridine Structure

2,2,3,3,4,5,6-h...

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Pentafluorobenzene Structure

Pentafluorobenzene

~26%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1-bromo-2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

1-bromo-2,3,3,4...

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Pentafluorobenzene Structure

Pentafluorobenzene

~1%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Detail Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~13%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

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Perfluorobenzene Structure

Perfluorobenzene

~44%

4-bromo-1,2,3,3,4,5,5,6,6-nonafluorocyclohexene Structure

4-bromo-1,2,3,3...

1,2,3,3,4,5,6,6-octafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,5,6,6...

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Perfluorobenzene Structure

Perfluorobenzene

~25%

1,2,3,3,4,5,6,6-octafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,5,6,6...

3-chloro-1,2,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

3-chloro-1,2,3,...

2,3,4,5,6,6-hexafluorocyclohexa-2,4-dien-1-one Structure

2,3,4,5,6,6-hex...

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perfluoronitrobenzene Structure

perfluoronitrob...

~20%

1,2,3,3,4,6,6-heptafluoro-5-nitrocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

5-bromo-1,3,3,4,4,5,6,6-octafluoro-2-nitrocyclohexene Structure

5-bromo-1,3,3,4...

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2,3,5,6-tetrafluorobenzotrifluoride Structure

2,3,5,6-tetrafl...

~62%

4-bromo-2,3,5,6-tetrafluorobenzotrifluoride Structure

4-bromo-2,3,5,6...

N/A Structure

5-bromo-1,3,3,4,4,6,6-heptafluoro-2-(trifluoromethyl)cyclohexene Structure

5-bromo-1,3,3,4...

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Octafluoronaphthalene Structure

Octafluoronapht...

~8%

2,3,4,4,5,6,7,8-octafluoronaphthalen-1-one Structure

2,3,4,4,5,6,7,8...

2-bromoundecafluorotetralin Structure

2-bromoundecafl...

decafluoro-1,4-dihydronaphthalene Structure

decafluoro-1,4-...

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Octafluoronaphthalene Structure

Octafluoronapht...

~38%

2,3,4,4,5,6,7,8-octafluoronaphthalen-1-one Structure

2,3,4,4,5,6,7,8...

decafluoro-1,4-dihydronaphthalene Structure

decafluoro-1,4-...

Learn More

Octafluoronaphthalene Structure

Octafluoronapht...

~14%

2,3,5,6,7,8-hexafluoronaphthalene-1,4-dione Structure

2,3,5,6,7,8-hex...

2,3,4,4,5,6,7,8-octafluoronaphthalen-1-one Structure

2,3,4,4,5,6,7,8...

decafluoro-1,4-dihydronaphthalene Structure

decafluoro-1,4-...

Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~5%

1-Chloro-2,3,4,5,6-pentafluorobenzene Structure

1-Chloro-2,3,4,...

1-chloro-2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

1-chloro-2,3,3,...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Learn More

Perfluorobenzene Structure

Perfluorobenzene

~47%

1,2,3,3,4,5,6,6-octafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,5,6,6...

3-chloro-1,2,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

3-chloro-1,2,3,...

2,3,4,5,6,6-hexafluorocyclohexa-2,4-dien-1-one Structure

2,3,4,5,6,6-hex...

Learn More

Octafluoronaphthalene Structure

Octafluoronapht...

~3%

2,3,5,6,7,8-hexafluoronaphthalene-1,4-dione Structure

2,3,5,6,7,8-hex...

2,3,4,4,5,6,7,8-octafluoronaphthalen-1-one Structure

2,3,4,4,5,6,7,8...

decafluoro-1,4-dihydronaphthalene Structure

decafluoro-1,4-...

Learn More

Perfluorobenzene Structure

Perfluorobenzene

~38%

4-bromo-1,2,3,3,4,5,5,6,6-nonafluorocyclohexene Structure

4-bromo-1,2,3,3...

1,2,3,3,4,5,6,6-octafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,5,6,6...

Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~10%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1-bromo-2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

1-bromo-2,3,3,4...

Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~16%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Detail Learn More

2,3,5,6-tetrafluorobenzotrifluoride Structure

2,3,5,6-tetrafl...

~37%

1-Chloro-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene Structure

1-Chloro-2,3,5,...

N/A Structure

5-chloro-1,3,3,4,4,6,6-heptafluoro-2-(trifluoromethyl)cyclohexene Structure

5-chloro-1,3,3,...

Learn More

2,3,5,6-tetrafluorobenzotrifluoride Structure

2,3,5,6-tetrafl...

~15%

1-Chloro-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene Structure

1-Chloro-2,3,5,...

N/A Structure

5-chloro-1,3,3,4,4,6,6-heptafluoro-2-(trifluoromethyl)cyclohexene Structure

5-chloro-1,3,3,...

Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~25%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Detail Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~18%

1-Chloro-2,3,4,5,6-pentafluorobenzene Structure

1-Chloro-2,3,4,...

1-chloro-2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene Structure

1-chloro-2,3,3,...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Learn More

Pentafluorobenzene Structure

Pentafluorobenzene

~8%

1-Bromo-2,3,4,5,6-pentafluorobenzene Structure

1-Bromo-2,3,4,5...

2,3,4,4,6-pentafluorocyclohexa-2,5-dien-1-one Structure

2,3,4,4,6-penta...

1,2,3,3,4,6,6-heptafluorocyclohexa-1,4-diene Structure

1,2,3,3,4,6,6-h...

Learn More