Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide

The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines ca...

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Main Authors: Eswararao Doni, Shengze Zhou, John A. Murphy
Format: Article
Language:English
Published: MDPI AG 2015-01-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/20/2/1755
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author Eswararao Doni
Shengze Zhou
John A. Murphy
author_facet Eswararao Doni
Shengze Zhou
John A. Murphy
author_sort Eswararao Doni
collection DOAJ
description The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.
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spelling doaj.art-30bfc32291a7409d81f194dc3b6afc7e2022-12-21T22:20:52ZengMDPI AGMolecules1420-30492015-01-012021755177410.3390/molecules20021755molecules20021755Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-ButoxideEswararao Doni0Shengze Zhou1John A. Murphy2WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UKWestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UKWestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UKThe coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.http://www.mdpi.com/1420-3049/20/2/1755electron transfercouplinghaloarenespotassium tert-butoxidediketopiperazine
spellingShingle Eswararao Doni
Shengze Zhou
John A. Murphy
Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
Molecules
electron transfer
coupling
haloarenes
potassium tert-butoxide
diketopiperazine
title Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
title_full Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
title_fullStr Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
title_full_unstemmed Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
title_short Electron Transfer-Induced Coupling of Haloarenes to Styrenes and 1,1-Diphenylethenes Triggered by Diketopiperazines and Potassium tert-Butoxide
title_sort electron transfer induced coupling of haloarenes to styrenes and 1 1 diphenylethenes triggered by diketopiperazines and potassium tert butoxide
topic electron transfer
coupling
haloarenes
potassium tert-butoxide
diketopiperazine
url http://www.mdpi.com/1420-3049/20/2/1755
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AT shengzezhou electrontransferinducedcouplingofhaloarenestostyrenesand11diphenylethenestriggeredbydiketopiperazinesandpotassiumtertbutoxide
AT johnamurphy electrontransferinducedcouplingofhaloarenestostyrenesand11diphenylethenestriggeredbydiketopiperazinesandpotassiumtertbutoxide