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Stable pyridinyl radicals

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Preparative Organic Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 112))

Abstract

Pyridinyls are pi-radicals (formally, pyridinium ion + e−) which are highly reactive, some being stable enough to be isolated. Spectroscopy and magnetic resonance reveal a variety of radical species: monomeric radicals, singlet complexes (pi-mers), triplet pairs, and dimers which are thermally and photo-dissociable (see Fig. 27). A new thin film spectroscopic apparatus for the study of air-sensitive species is described. EPR spectra provide details of the electron distribution within pyridinyl radicals. Reactive pyridinyls, non-volatile pyridinyls and pyridinyl cation radicals can be prepared. Pyridinyl radical dimers photodissociate via a πσ → πσ* electronic transition. Pyridinyl radicals and halocarbons react via a) solvent insensitive atom transfer or b) solvent sensitive electron transfer processes.

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Authors and Affiliations

  1. Chemistry Departments, Tel-Aviv University, 69978, Ramat-Aviv, Tel-Aviv, Israel

    Edward M. Kosower

  2. State University of New York, 11794, Stony Brook, New York, USA

    Edward M. Kosower

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Kosower, E.M. (1983). Stable pyridinyl radicals. In: Preparative Organic Chemistry. Topics in Current Chemistry, vol 112. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-12396-2_7

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  • DOI: https://doi.org/10.1007/3-540-12396-2_7

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