Issue 3, 2015

Evidence for the interaction between tBuOK and 1,10-phenanthroline to form the 1,10-phenanthroline radical anion: a key step for the activation of aryl bromides by electron transfer

Abstract

Electron paramagnetic resonance and electrochemistry are used to evidence the interaction between 1,10-phenanthroline (Phen) and KOtBu to form the 1,10-phenanthroline radical anion, Phen˙, and the tBuO˙ radical via an inner-sphere electron transfer. In addition, electrochemistry is also used to explain the formation of aryl radicals from aryl bromides via outer-sphere electron transfer from the key intermediate Phen˙.

Graphical abstract: Evidence for the interaction between tBuOK and 1,10-phenanthroline to form the 1,10-phenanthroline radical anion: a key step for the activation of aryl bromides by electron transfer

Supplementary files

Article information

Article type
Communication
Submitted
16 Sep 2014
Accepted
07 Nov 2014
First published
07 Nov 2014

Chem. Commun., 2015,51, 545-548

Author version available

Evidence for the interaction between tBuOK and 1,10-phenanthroline to form the 1,10-phenanthroline radical anion: a key step for the activation of aryl bromides by electron transfer

H. Yi, A. Jutand and A. Lei, Chem. Commun., 2015, 51, 545 DOI: 10.1039/C4CC07299E

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