1691-65-2Relevant articles and documents
ROOM TEMPERATURE FLUORINATION OF AROMATIC MOLECULES WITH CESIUM FLUOROXYSULPHATE
Stavber, Stojan,Zupan, Marko
, p. 597 - 600 (1981)
Room-temperature fluorination of benzene with cesium fluoroxysulphate in the presence of boron trifluoride as catalyst resulted in the formation of fluorobenzene, while reaction with naphthalene gave 1-fluoro and 2-fluoronaphthalene in the ratio 5:1, the overall yield being between 38 and 42percent.The fluorination of phenanthrene and pyrene should be carried out at higher dilution and needs no catalyst.Phenanthrene gave 9-fluorophenanthrene and 9,9-difluoro-10-keto-9,10-dihydrophenanthrene in the ratio 1:6 in a yield of about 70percent, while pyrene gave 1-fluoro and 4-fluoropyrene in the ratio 7.5:1.
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Boekelheide,V.,Anderson,P.H.
, p. 3928 - 3931 (1973)
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Badger,Stephens
, p. 3637,3639 (1956)
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Fluorination of Bi- and polycyclic aromatic hydrocarbons with N-fluorobis(phenylsulfonyl)amine in the absence of solvent
Borodkin,Elanov,Shubin
experimental part, p. 1317 - 1322 (2011/01/04)
Reactions of N-fluorobis(phenylsulfonyl)amine with naphthalene, 1-methylnaphthalene, phenanthrene, anthracene, and pyrene without solvent were investigated. Sometimes the fluorination of aromatic compounds with N-fluorobis(phenylsulfonyl)amine without solvent proceeded more selectively than at the use of fluorinating reagents in solution.
Selective and efficient direct fluorination of polycyclic aromatic hydrocarbons using 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)
Stavber, Stojan,Zupan, Marko
, p. 1077 - 1078 (2007/10/03)
A new N-F fluorinating reagent 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Accufluor NFTh) was effectively used for selective fluorination of polycyclic aromatics. Naphthalene was site-selectively fluorinated to 1-fluoronaphthalene, phenanthrene to 9-fluorophenanthrene, and pyrene to 1-fluoropyrene. In a series of substituted naphthalenes the regioselectivity and effectiveness of fluorination depended on the position and the nature of the substituents.
