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Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors

J. Fernández-Lodeiro, C. Núñez, C.S. De Castro, E. Bértolo, J.S. Seixas De Melo, J.L. Capelo, C. Lodeiro, Catherine De Castro Orcid Logo

Inorganic Chemistry, Volume: 52, Issue: 1, Pages: 121 - 129

Swansea University Author: Catherine De Castro Orcid Logo

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DOI (Published version): 10.1021/ic301365y

Abstract

Two novel fluorescent probes bearing a single (P) and two (a podand-like structure, L) pyrene units derived from 1,5-bis(2-aminophenoxy)-3-oxopentane have been synthesized and investigated in dioxane using UV–vis absorption, and steady-state and time-resolved (in a picosecond time scale) emission sp...

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Published in: Inorganic Chemistry
ISSN: 0020-1669 1520-510X
Published: 2013
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URI: https://cronfa.swan.ac.uk/Record/cronfa31931
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spelling 2017-04-07T11:57:44.2529846 v2 31931 2017-02-10 Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors 9523c09d78056932bb9b6959b559323e 0000-0003-0649-3427 Catherine De Castro Catherine De Castro true false 2017-02-10 EEN Two novel fluorescent probes bearing a single (P) and two (a podand-like structure, L) pyrene units derived from 1,5-bis(2-aminophenoxy)-3-oxopentane have been synthesized and investigated in dioxane using UV–vis absorption, and steady-state and time-resolved (in a picosecond time scale) emission spectroscopy; in the gas phase, matrix-assisted laser desorption ionization mass spectrometry was employed. In dioxane, the absorption and emission spectra of P present a unique band with maxima at 361 and 392 nm, which have been associated with the monomer absorption and emission bands, respectively. In dioxane, for compound L, an additional band with a maximum at ∼525 nm is observed; upon the addition of water, an emissive band (with maxima varying from 405 to 490 nm) appears in both P and L spectra; this is discussed in terms of the emission of a species with charge character. Upon metal addition (Cu2+, Zn2+, and Ag+) to P, a gradual quenching effect of the monomer emission is observed and found to be more pronounced with Cu2+. In the case of L, upon the addition of metal cations, the long emission band (∼550 nm) decreases and the monomer emission band increases (with an isoemissive point at ∼450 nm) and no evidence for the intermediate band (at ∼405–490 nm) now exists. Time-resolved data in dioxane/water mixtures showed that for P and L these two fit double- and triple-exponential decay laws, respectively. With P, this has been attributed to a two-state system, which involves the monomer and a charged species, with its emission maxima varying with the polarity of the media (here mirrored by its dielectric constant), which can potentially be addressed to an exciplex-like species, whereas with L, it has been attributed to a three-state system involving, in addition to these two species, an excimer. From absorption and fluorescence excitation and time-resolved data, evidence is given for the presence of intramolecular dimer formation in the ground state. Journal Article Inorganic Chemistry 52 1 121 129 0020-1669 1520-510X 31 12 2013 2013-12-31 10.1021/ic301365y http://www.scopus.com/inward/record.url?eid=2-s2.0-84872111677&amp;partnerID=MN8TOARS COLLEGE NANME Engineering COLLEGE CODE EEN Swansea University 2017-04-07T11:57:44.2529846 2017-02-10T15:24:58.1423530 Faculty of Science and Engineering School of Engineering and Applied Sciences - Uncategorised J. Fernández-Lodeiro 1 C. Núñez 2 C.S. De Castro 3 E. Bértolo 4 J.S. Seixas De Melo 5 J.L. Capelo 6 C. Lodeiro 7 Catherine De Castro 0000-0003-0649-3427 8
title Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
spellingShingle Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
Catherine De Castro
title_short Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
title_full Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
title_fullStr Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
title_full_unstemmed Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
title_sort Steady-State and Time-Resolved Investigations on Pyrene-Based Chemosensors
author_id_str_mv 9523c09d78056932bb9b6959b559323e
author_id_fullname_str_mv 9523c09d78056932bb9b6959b559323e_***_Catherine De Castro
author Catherine De Castro
author2 J. Fernández-Lodeiro
C. Núñez
C.S. De Castro
E. Bértolo
J.S. Seixas De Melo
J.L. Capelo
C. Lodeiro
Catherine De Castro
format Journal article
container_title Inorganic Chemistry
container_volume 52
container_issue 1
container_start_page 121
publishDate 2013
institution Swansea University
issn 0020-1669
1520-510X
doi_str_mv 10.1021/ic301365y
college_str Faculty of Science and Engineering
hierarchytype
hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Uncategorised{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Uncategorised
url http://www.scopus.com/inward/record.url?eid=2-s2.0-84872111677&amp;partnerID=MN8TOARS
document_store_str 0
active_str 0
description Two novel fluorescent probes bearing a single (P) and two (a podand-like structure, L) pyrene units derived from 1,5-bis(2-aminophenoxy)-3-oxopentane have been synthesized and investigated in dioxane using UV–vis absorption, and steady-state and time-resolved (in a picosecond time scale) emission spectroscopy; in the gas phase, matrix-assisted laser desorption ionization mass spectrometry was employed. In dioxane, the absorption and emission spectra of P present a unique band with maxima at 361 and 392 nm, which have been associated with the monomer absorption and emission bands, respectively. In dioxane, for compound L, an additional band with a maximum at ∼525 nm is observed; upon the addition of water, an emissive band (with maxima varying from 405 to 490 nm) appears in both P and L spectra; this is discussed in terms of the emission of a species with charge character. Upon metal addition (Cu2+, Zn2+, and Ag+) to P, a gradual quenching effect of the monomer emission is observed and found to be more pronounced with Cu2+. In the case of L, upon the addition of metal cations, the long emission band (∼550 nm) decreases and the monomer emission band increases (with an isoemissive point at ∼450 nm) and no evidence for the intermediate band (at ∼405–490 nm) now exists. Time-resolved data in dioxane/water mixtures showed that for P and L these two fit double- and triple-exponential decay laws, respectively. With P, this has been attributed to a two-state system, which involves the monomer and a charged species, with its emission maxima varying with the polarity of the media (here mirrored by its dielectric constant), which can potentially be addressed to an exciplex-like species, whereas with L, it has been attributed to a three-state system involving, in addition to these two species, an excimer. From absorption and fluorescence excitation and time-resolved data, evidence is given for the presence of intramolecular dimer formation in the ground state.
published_date 2013-12-31T03:39:03Z
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score 11.012947

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