Rapid Turn-On Fluorescence Detection of Copper(II): Aromatic Substituent Effects on the Response Rate

Jiyoung Jung, Junyong Jo, Adriana Dinescu

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Oxidative cyclization of o-phenylazo aniline was utilized as a turn-on fluorescent probe of the copper(II) ion. The number and the position of electron donating groups on the probes were systematically varied to investigate the effect of aryl substituent on reactivity toward copper ion. Among the series of analogous probes, the 2,4,6-trimethoxy substituted probe exhibits not only a faster (40-times faster) reaction but also a lower detection limit (20 times lower) than previously reported probes under identical conditions. The comparative kinetic studies reveal that both the number and the position of substitution have a significant impact on the reactivity toward copper, which will be discussed in the manuscript.

Original languageEnglish (US)
Pages (from-to)1689-1693
Number of pages5
JournalOrganic Process Research and Development
Volume21
Issue number10
DOIs
StatePublished - Oct 20 2017

Fingerprint

Copper
Fluorescence
copper
fluorescence
probes
Ions
reactivity
Cyclization
Fluorescent Dyes
aniline
Substitution reactions
ions
Kinetics
Electrons
substitutes
kinetics
electrons

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

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abstract = "Oxidative cyclization of o-phenylazo aniline was utilized as a turn-on fluorescent probe of the copper(II) ion. The number and the position of electron donating groups on the probes were systematically varied to investigate the effect of aryl substituent on reactivity toward copper ion. Among the series of analogous probes, the 2,4,6-trimethoxy substituted probe exhibits not only a faster (40-times faster) reaction but also a lower detection limit (20 times lower) than previously reported probes under identical conditions. The comparative kinetic studies reveal that both the number and the position of substitution have a significant impact on the reactivity toward copper, which will be discussed in the manuscript.",
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Rapid Turn-On Fluorescence Detection of Copper(II) : Aromatic Substituent Effects on the Response Rate. / Jung, Jiyoung; Jo, Junyong; Dinescu, Adriana.

In: Organic Process Research and Development, Vol. 21, No. 10, 20.10.2017, p. 1689-1693.

Research output: Contribution to journalArticle

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T1 - Rapid Turn-On Fluorescence Detection of Copper(II)

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AB - Oxidative cyclization of o-phenylazo aniline was utilized as a turn-on fluorescent probe of the copper(II) ion. The number and the position of electron donating groups on the probes were systematically varied to investigate the effect of aryl substituent on reactivity toward copper ion. Among the series of analogous probes, the 2,4,6-trimethoxy substituted probe exhibits not only a faster (40-times faster) reaction but also a lower detection limit (20 times lower) than previously reported probes under identical conditions. The comparative kinetic studies reveal that both the number and the position of substitution have a significant impact on the reactivity toward copper, which will be discussed in the manuscript.

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