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Photoinduced Electron Transfer V pp 143–173Cite as

PET-reactions of aromatic compounds

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Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 168))

Abstract

The primary aim of this chapter is to provide a review of the chemistry of PET generated aromatic radical ions in solution. Extensive delocalization of the unpaired electron makes these species relatively stable. Thus it is possible to exploit both aspects of their reactivity (as radicals and as ions) and to intercept them both with electrophiles (or respectively with nucleophiles) and with radicals. Other possibilities are that the original radical ions recombine or that one of them (or both) fragments either α or β to the ring yielding aryl (or respectively benzyl) radicals, which can then be trapped. Examples of all these mechanisms are given, and the synthetic potential offered by PET induced reactions of aromatics is discussed.

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Authors and Affiliations

  1. Institute of Organic Chemistry, University of Torino v. Giuria 7, 10125, Torino, Italy

    Angelo Albini

  2. Department of Organic Chemistry, University of Pavia v. Taramelli 10, 27100, Pavia, Italy

    Elisa Fasani & Mariella Mella

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  1. Angelo Albini
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  2. Elisa Fasani
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  3. Mariella Mella
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Jochen Mattay

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Albini, A., Fasani, E., Mella, M. (1993). PET-reactions of aromatic compounds. In: Mattay, J. (eds) Photoinduced Electron Transfer V. Topics in Current Chemistry, vol 168. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3-540-56746-1_10

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