A 3-hydroxychromone with dramatically improved fluorescence properties

Andrey S. Klymchenko; Turan Ozturk; Vasyl G. Pivovarenko; Alexander P. Demchenko

doi:10.1016/S0040-4039(01)01723-3

A 3-hydroxychromone with dramatically improved fluorescence properties

Andrey S. Klymchenko^*, Turan Ozturk, Vasyl G. Pivovarenko, Alexander P. Demchenko

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

108 Citations (Scopus)

Abstract

A new 3-hydroxychromone derivative, 2-(6-diethylaminobenzo[b]furan-2-yl)-3-hydroxychromone, has been synthesized by a concise route. Possessing dual emission common for 3-hydroxyflavones, it exhibits strong red shifts of both absorption and fluorescence spectra, which makes it the longest wavelength fluorescent dye among all known chromones. It also demonstrates a significant increase in fluorescence quantum yield in aprotic solvents and shift in solvent-polarity-dependent switch between normal and tautomer emissive forms. This derivative offers new possibilities in designing novel molecular sensors.

Original language	English
Pages (from-to)	7967-7970
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	45
DOIs	https://doi.org/10.1016/S0040-4039(01)01723-3
Publication status	Published - 5 Nov 2001
Externally published	Yes

Funding

We thank TUBITAK Marmara Research Center (Turkey) for providing financial support.

Funders	Funder number
TUBITAK Marmara Research Center

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10.1016/S0040-4039(01)01723-3

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T1 - A 3-hydroxychromone with dramatically improved fluorescence properties

AU - Klymchenko, Andrey S.

AU - Ozturk, Turan

AU - Pivovarenko, Vasyl G.

AU - Demchenko, Alexander P.

PY - 2001/11/5

Y1 - 2001/11/5

N2 - A new 3-hydroxychromone derivative, 2-(6-diethylaminobenzo[b]furan-2-yl)-3-hydroxychromone, has been synthesized by a concise route. Possessing dual emission common for 3-hydroxyflavones, it exhibits strong red shifts of both absorption and fluorescence spectra, which makes it the longest wavelength fluorescent dye among all known chromones. It also demonstrates a significant increase in fluorescence quantum yield in aprotic solvents and shift in solvent-polarity-dependent switch between normal and tautomer emissive forms. This derivative offers new possibilities in designing novel molecular sensors.

AB - A new 3-hydroxychromone derivative, 2-(6-diethylaminobenzo[b]furan-2-yl)-3-hydroxychromone, has been synthesized by a concise route. Possessing dual emission common for 3-hydroxyflavones, it exhibits strong red shifts of both absorption and fluorescence spectra, which makes it the longest wavelength fluorescent dye among all known chromones. It also demonstrates a significant increase in fluorescence quantum yield in aprotic solvents and shift in solvent-polarity-dependent switch between normal and tautomer emissive forms. This derivative offers new possibilities in designing novel molecular sensors.

UR - http://www.scopus.com/inward/record.url?scp=0035813370&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(01)01723-3

DO - 10.1016/S0040-4039(01)01723-3

M3 - Article

AN - SCOPUS:0035813370

SN - 0040-4039

VL - 42

SP - 7967

EP - 7970

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 45

ER -

A 3-hydroxychromone with dramatically improved fluorescence properties

Abstract

Funding

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