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Analysis of the 19F and 1H NMR spectra of a number of polyfluoroindenes

✍ Scribed by R. S. Matthews; W. E. Preston

Publisher
John Wiley and Sons
Year
1980
Tongue
English
Weight
490 KB
Volume
14
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^19^F and ^1^H NMR spectra 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[5.2.2.0^2,6^]undeca‐ 2,5,8‐triene, with elimination of C~2~F~4~, 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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