Organic Magnetic Resonance p. 258 - 263 (1980)
Update date:2022-07-30
Topics:
Matthews, R. S.
Preston, W. E.
19F and 1H NMR spetra of the products of nucleophilic attack on octafluoroindene are analysed and structures assigned.The major product in the reaction of butyllithium with octafluoroindene is 3-methylheptafluoroindene, with sodium borohydride it is 2-hydroheptafluoroindene and with sodium methoxide it is 3-methoxyheptafluoroindene.Vacuum pyrolysis of undecafluorotricyclo<5.2.2.02,6>undeca-2,5,8-triene, with elimination of C2F4, gives 6-hydroheptafluoroindene as the major product.The NMR assignments are based on the unambiguous synthesis via vacuum pyrolysis of 5,6-dihydrohexafluoroindene, 3-hydro- and 3-methyl-heptafluoroindene and the large long-range coupling of 15 Hz assigned to the F-2, F-6 interaction.
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