Homolytic Reduction of Onium Salts

Authors

  • Louis Fensterbank Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), UPMC Univ-Paris 06, Sorbonne Universités, 4 Place Jussieu, C. 229, 75005 Paris, France
  • Jean-Philippe Goddard Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), UPMC Univ-Paris 06, Sorbonne Universités, 4 Place Jussieu, C. 229, 75005 Paris, France
  • Max Malacria Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), UPMC Univ-Paris 06, Sorbonne Universités, 4 Place Jussieu, C. 229, 75005 Paris, France
  • Cyril Ollivier Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), UPMC Univ-Paris 06, Sorbonne Universités, 4 Place Jussieu, C. 229, 75005 Paris, France

DOI:

https://doi.org/10.2533/chimia.2012.425

Keywords:

Diazoniums, Iodoniums, Phosphoniums, Radicals, Reduction, Sulfoniums, Selenoniums, Telluroniums

Abstract

Onium salts have proved to be efficient sources of carbon-centered radicals. They can undergo homolytic reduction by single electron transfer (SET) and participate in subsequent synthetic transformations. This review aims to provide an overview on the behavior of onium salts including diazonium, sulfonium, selenonium, telluronium, phosphonium and iodonium cations toward various reductive methods such as radiolysis, electrolysis, photolysis or the use of SET reagents. Mechanistic and synthetic aspects are presented. Applications in polymers and materials science are not covered.
CHIMIA Vol. 66 No. 6 (2012): Organic Free Radicals

Downloads

Published

2012-06-27

Issue

Vol. 66 No. 6 (2012): Organic Free Radicals

Section

Scientific Articles

License

Copyright (c) 2012 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
L. Fensterbank, J.-P. Goddard, M. Malacria, C. Ollivier, Chimia 2012, 66, 425, DOI: 10.2533/chimia.2012.425.