Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection

JF Callan, AP de Silva, J Ferguson, AJM Huxley, AM O'Brien

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the `Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.
LanguageEnglish
Pages11125-11131
JournalTetrahedron
Volume60
Issue number49
DOIs
Publication statusPublished - Nov 2004

Fingerprint

pH sensors
Fluorophores
Metal ions
Protons
Fluorescence
Deprotonation
Electrons
Sensors
Hybrid systems
Excited states
Amines
Transition metals
Charge transfer
Wavelength
7-nitrobenzo-2-oxa-1,3-diazole

Cite this

@article{ed1aee5684e7442ba0aff0c267666b8a,
title = "Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection",
abstract = "Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the `Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.",
author = "JF Callan and {de Silva}, AP and J Ferguson and AJM Huxley and AM O'Brien",
year = "2004",
month = "11",
doi = "10.1016/j.tet.2004.08.057",
language = "English",
volume = "60",
pages = "11125--11131",
number = "49",

}

Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection. / Callan, JF; de Silva, AP; Ferguson, J; Huxley, AJM; O'Brien, AM.

Vol. 60, No. 49, 11.2004, p. 11125-11131.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection

AU - Callan, JF

AU - de Silva, AP

AU - Ferguson, J

AU - Huxley, AJM

AU - O'Brien, AM

PY - 2004/11

Y1 - 2004/11

N2 - Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the `Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.

AB - Two leading designs of fluorescent sensors are combined to yield the novel hybrid system of the `Fluorophore-Receptor(1)-Spacer-Receptor(2)' format. We use 4-(dialkylaminoalkylamino)-7-nitrobenzo-2-oxa- 1,3-diazoles as examples. The emission from internal charge transfer excited states in the present instances are highly responsive to N-H deprotonation as well as being quenched by intramolecular tertiary amine groups via photoinduced electron transfer (PET). When applied to pH sensing, this leads in favourable cases to two steps in the fluorescence-pH profile which can be viewed as a multi-stable photoionic device, even though single steps are more usual. The former situation is favoured when the two proton-associated equilibria are sufficiently separated on the pH scale and when the PET process is of moderate efficiency. These systems have the added feature of excitation/emission wavelengths in the visible region. As a secondary theme, we point out that caution is required when designing sensors for transition metal ions from systems with intrinsically proton-sensitive fluorescence due to receptors either integrated with or spaced from the fluorophore. (C) 2004 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.tet.2004.08.057

DO - 10.1016/j.tet.2004.08.057

M3 - Article

VL - 60

SP - 11125

EP - 11131

IS - 49

ER -