Evidence of single electron transfer from the enolate anion of an N,N′-dialkyldiketopiperazine additive in BHAS coupling reactions

Katie J. Emery; Tell Tuttle; John A. Murphy

doi:10.1039/C7OB02209C

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Evidence of single electron transfer from the enolate anion of an N,N′-dialkyldiketopiperazine additive in BHAS coupling reactions†

Katie J. Emery,

^a Tell Tuttle

*^a and John A. Murphy

*^a

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* Corresponding authors

^a Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UK
E-mail: John.Murphy@strath.ac.uk, Tell.tuttle@strath.ac.uk

Abstract

A designed N,N′-dialkyldiketopiperazine (DKP) provides evidence for the role of DKP additives as initiators that act by electron transfer in base-induced homolytic aromatic substitution reactions, involving coupling of haloarenes to arenes.

This article is part of the themed collection: Mechanistic Aspects of Organic Synthesis

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Article information

DOI: https://doi.org/10.1039/C7OB02209C
Article type: Paper
Submitted: 02 Sep 2017
Accepted: 05 Oct 2017
First published: 05 Oct 2017

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Org. Biomol. Chem., 2017,15, 8810-8819

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Evidence of single electron transfer from the enolate anion of an N,N′-dialkyldiketopiperazine additive in BHAS coupling reactions

K. J. Emery, T. Tuttle and J. A. Murphy, Org. Biomol. Chem., 2017, 15, 8810 DOI: 10.1039/C7OB02209C

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Organic & Biomolecular Chemistry

Evidence of single electron transfer from the enolate anion of an N,N′-dialkyldiketopiperazine additive in BHAS coupling reactions†

Abstract

Supplementary files

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Evidence of single electron transfer from the enolate anion of an N,N′-dialkyldiketopiperazine additive in BHAS coupling reactions

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