Radical Reactions in Aqueous Medium Using (Me3Si)3SiH

Al Postigo, Sergey Kopsov, Carla Ferreri, and Chryssostomos Chatgilialoglu*
ISOF, Consiglio Nazionale delle Ricerche, Via P. Gobetti 101, 40129 Bologna, Italy
Org. Lett., 2007, 9 (25), pp 5159–5162
DOI: 10.1021/ol7020803
Publication Date (Web): November 13, 2007
Copyright © 2007 American Chemical Society

Abstract

Abstract Image

(Me3Si)3SiH was used as a successful reagent in a variety of radical-based transformations in water. The system comprising substrate, silane, and initiator (ACCN) mixed in aqueous medium at 100 °C worked well for both hydrophilic and hydrophobic substrates, with the only variation that an amphiphilic thiol was also needed in case of the water-soluble compounds.

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This article has been cited by 6 ACS Journal articles (5 most recent appear below).

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History

  • Published In Issue December 06, 2007
  • Received August 28, 2007

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