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

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 counterpar...

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Bibliographic Details
Main Authors: Junk, Christopher P. (Author) , Gleiter, Rolf (Author)
Format: Article (Journal)
Language:English
Published: January 9, 2015
In: The journal of organic chemistry
Year: 2015, Volume: 80, Issue: 3, Pages: 1523-1532
ISSN:1520-6904
DOI:10.1021/jo502456h
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jo502456h
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Author Notes:Christopher P. Junk, Yigang He, Yin Zhang, Joshua R. Smith, Rolf Gleiter, Steven R. Kass, Jerry P. Jasinski, and David M. Lemal
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Summary: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.
Item Description:Gesehen am 17.06.2020
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/jo502456h