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Issue 19, 1977
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Fluorination with xenon difluoride. Part 15. Stereochemistry of fluorine addition to acenaphthylene and dihydronaphthalenes

Abstract

Acid-catalysed liquid-phase addition of fluorine by xenon difluoride to acenaphthylene and 1,2-dihydronaphthalene gives vicinal difluorides in high yield. The addition proceeds predominantly via trans-attack. The reaction with 1,4-dihydronaphthalene affords a complex mixture of naphthalene, 1-fluoronaphthalene, 2-fluoronaphthalene, and 2-fluoro-1,2,3,4-tetrahydronaphthalene.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1977, 2169-2172
Article type
Paper

Fluorination with xenon difluoride. Part 15. Stereochemistry of fluorine addition to acenaphthylene and dihydronaphthalenes

B. Šket and M. Zupan, J. Chem. Soc., Perkin Trans. 1, 1977, 2169
DOI: 10.1039/P19770002169

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