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

Research output: Contribution to journalArticle

18 Citations (Scopus)

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.
LanguageEnglish
Pages1755-1774
Number of pages20
JournalMolecules
Volume20
Issue number2
Early online date22 Jan 2015
DOIs
Publication statusPublished - Feb 2015

Fingerprint

Styrenes
Diketopiperazines
Phenanthrolines
styrenes
potassium
electron transfer
Electrons
1,1-diphenylethene
potassium tert-butoxide

Keywords

  • electron transfer
  • coupling
  • haloarenes
  • potassium tert-butoxide
  • diketopiperazine

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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Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide. / Doni, Eswararao; Zhou, Shengze; Murphy, John A.

In: Molecules, Vol. 20, No. 2, 02.2015, p. 1755-1774.

Research output: Contribution to journalArticle

TY - JOUR

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

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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

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U2 - 10.3390/molecules20021755

DO - 10.3390/molecules20021755

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