Fluorination with xenon difluoride. 23. Fluorination of ortho substituted aromatic molecules.

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概要

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• The fluorination of 9,10-dihydroanthracene and triptycene with xenon difluoride in the presence of hydrogen fluoride occurred at α and β position with β attack predominating over α attack, while the reaction with acenaphthene resulted in the formation of 2- and 4-fluorosubstituted products, regioselectivity being very little affected by the nature of the catalyst: hydrogen fluoride, boron trifluoride and pentafluorothiophenol. The fluorination of 1,2,3,4-tetrahydro-1,4-methanonaphthalene resulted in the formation of 6-fluoro-1,2,3,4-tetrahydro-1,4-methanonaphthalene, 6,7-difluoro-1,2,3,4-tetrahydro-1,4-methanonaphthalene and rearranged product 1-(2,2-difluoroethyl) indan.

• 公益社団法人 日本化学会の論文

著者

• Zupan Marko

  Department of Chemistry and "Joz\v{e}f Stefan" Institute, Edvard Kardelj University of Ljubljana

• Zupan Marko

  Department of Chemistry and "J. Stefan" Institute, University of Ljubljana

• Šket Boris

  Department of Chemistry and "Joz\v{e}f Stefan" Institute, Edvard Kardelj University of Ljubljana

関連論文

• Chemistry of organo halogenic molecules. XLVIII. Stereochemistry of halofluorination of 1,2- and 1,4-dihydronaphthalene.
• Fluorination with xenon difluoride. 23. Fluorination of ortho substituted aromatic molecules.
• Fluorination with xenon difluoride. XXII. The role of catalyst and temperature on the fluorination of norbornene and norbornadiene.

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