Synthesis and properties of the strained alkene perfluorobicyclo[2.2.0]hex-1(4)-ENE

Christopher P. Junk, Yigang He, Yin Zhang, Joshua R. Smith, Rolf Gleiter, Steven R. Kass, Jerry P. Jasinski, David M. Lemal

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

The title fluoroalkene has been generated by dehalogenation of dibromide and diiodide precursors and trapped in situ. retro-Diels-Alder reaction of its adduct with N-benzylpyrrole has made the alkene available in high yield and purity. In sharp contrast to its extremely labile hydrocarbon counterpart, the fluoroalkene is very stable yet highly reactive. Its characterization includes its electron affinity, photoelectron spectrum, and the previously reported structure determination by electron diffraction.

Original languageEnglish (US)
Pages (from-to)1523-1532
Number of pages10
JournalJournal of Organic Chemistry
Volume80
Issue number3
DOIs
StatePublished - Feb 6 2015

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