Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

Eswararao Doni; Shengze Zhou; John A. Murphy

doi:10.3390/molecules20021755

Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

Eswararao Doni, Shengze Zhou, John A. Murphy

Pure And Applied Chemistry

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28 Citations (Scopus)

100 Downloads (Pure)

Abstract

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.

Original language	English
Pages (from-to)	1755-1774
Number of pages	20
Journal	Molecules
Volume	20
Issue number	2
Early online date	22 Jan 2015
DOIs	https://doi.org/10.3390/molecules20021755
Publication status	Published - Feb 2015

Keywords

electron transfer
coupling
haloarenes
potassium tert-butoxide
diketopiperazine

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10.3390/molecules20021755

Doni-etal-Molecules2015-coupling-of-haloarenes-to-styrenesFinal published version, 849 KBLicence: CC BY 4.0

Cite this

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title = "Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide",

abstract = "The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achievedwith 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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doi = "10.3390/molecules20021755",

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T1 - Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

AU - Doni, Eswararao

AU - Zhou, Shengze

AU - Murphy, John A.

PY - 2015/2

Y1 - 2015/2

N2 - The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achievedwith 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.

AB - The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achievedwith 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.

KW - electron transfer

KW - coupling

KW - haloarenes

KW - potassium tert-butoxide

KW - diketopiperazine

UR - http://www.mdpi.com/journal/molecules

U2 - 10.3390/molecules20021755

DO - 10.3390/molecules20021755

M3 - Article

SN - 1420-3049

VL - 20

SP - 1755

EP - 1774

JO - Molecules

JF - Molecules

IS - 2

ER -

Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

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Light-Activated Approaches to Highly Challenging Organic Electron Transfer Reactions

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Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide

Abstract

Keywords

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Light-Activated Approaches to Highly Challenging Organic Electron Transfer Reactions

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