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Alkoxyfluoroalkyl radicals: Structure and conformations from solid state esr spectra

✍ Scribed by A. Faucitano; A. Buttafava; F. Martinotti; G. Marchionni

Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 253 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80561-4

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✦ Synopsis

The anisotropic components of the a and fi Fluorine h.f. tensors of alkoxyfluoroalkyl radicals ROCF, and ROCF(CF,) were experimentally determined and basic informations pertaining the geometry of the radical centres and the mechanism of magnetic interactions were obtained. The structure of alkoxyfluoroalkyl radicals is not yet known in detail: the only informations so far available come from few isotropic ESR spectra reported in the literature '-' which consistently show larger isotropic a-F couplings as compared to the analogous perfluoroalkyls; this property is considered diagnostic of a greater departure from planarity of the radical centres imputed to a destabilizing n conjugative interaction of half filled orbitals with lone pairs on adjacent oxygen atoms'. In this work the detailed structures and conformations of the model alkoxyfluoroalkyl radicals R,OCF,(I), R,.OCF(CF,) were obtained by analysis of both the isotropic and anisotropic components of a and fi fluorine h.f. tensor, based on computer simulation of solid state ESR spectra. The results are aimed to contribute to a better understanding of the structure-reactivity relationships for this class of important intermediates in fluorine free radical chemistry. Radicals I and II were obtained by photolysis at 77 K under vacuum of peroxydic perfluoropolyethers A, B, respectively, prepared according to reference 4

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