5. Photochemical Generation of Radical Ions

  1. Angelo Albini and
  2. Maurizio Fagnoni

Published Online: 12 JUL 2013

DOI: 10.1002/9781118689202.ch05

Photochemically-Generated Intermediates In Synthesis

Photochemically-Generated Intermediates In Synthesis

How to Cite

Albini, A. and Fagnoni, M. (eds) (2013) Photochemical Generation of Radical Ions, in Photochemically-Generated Intermediates In Synthesis, John Wiley & Sons, Inc., Hoboken, New Jersey. doi: 10.1002/9781118689202.ch05

Editor Information

  1. PhotoGreen Lab, Department of Chemistry, University of Pavia, Pavia, Italy

Publication History

  1. Published Online: 12 JUL 2013
  2. Published Print: 23 AUG 2013

ISBN Information

Print ISBN: 9780470915349

Online ISBN: 9781118689202

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Keywords:

  • cycloaddition;
  • fragmentation;
  • oxidation;
  • photochemical generation;
  • radical ions;
  • substitution

Summary

From the point of view of the end result, the photochemical reactions via radical ions can be classified as substitution, addition (addition to alkenes, alkynes, carbonyls, imine, and iminium salts), or cycloaddition. Furthermore, (cyclo)addition reactions via an excited donor—acceptor complex (exciplex), rather than via a radical ion pair, have often been observed with the same or closely related reagents. Aryl tetrahydroisoquinolines are a convenient substrate for the photochemical generation of azomethine ylides and, in turn, a useful intermediate for the construction of five-membered ring by a dipolar cycloaddition reaction. The chapter also talks about fragmentation and oxidation of the radical ions.