Cd2+-sensiting bichromophore: Excimer emission from an EDTA-methylnaphthalene derivative

Lorena Machi; Hisila Santacruz; Mario Sánchez; Motomichi Inoue

doi:10.1016/j.inoche.2007.01.015

Cd²⁺-sensiting bichromophore: Excimer emission from an EDTA-methylnaphthalene derivative

Lorena Machi^*, Hisila Santacruz, Mario Sánchez, Motomichi Inoue

^*Corresponding author for this work

Departamento de Investigación en Polímeros y Materiales

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

15 Scopus citations

Abstract

Chelating EDTA-based bichromophores, 1,4-bis(methylenecarboxy)-1,4-bis(N-1-naphthylmethylacetamide)-1,4- diazabutane (1) and its 2-napthyl isomer (2), were synthesized, and their fluorescence emission and complexation with Cd²⁺ and Zn²⁺ were studied. The fluorescence spectrum of 2 exhibited an emission band due to intramolecular excimer at about 400 nm in addition to a band from a monomeric (or isolated) chromophore at 335 nm. Complexation with Cd²⁺ sensitively intensified the excimer band and weakened the monomer band, as a result of formation of a [CdL₂]^2- type complex. In contrast, Zn²⁺ formed [ZnL]⁰, leading to depression of the excimer emission and enhancement of the monomer emission. The extent of the changes in emission intensities in the Cd²⁺ complex was larger than that of the Zn²⁺ complex contrary to the common metal-ion effect on fluorescence. Such a characteristic emission property was not observed for isomer 1. Ligand 2 has the high Cd-sensing capability that originates from monomer-excimer interconversion.

Original language	English
Pages (from-to)	547-550
Number of pages	4
Journal	Inorganic Chemistry Communications
Volume	10
Issue number	5
DOIs	https://doi.org/10.1016/j.inoche.2007.01.015
State	Published - May 2007

Bibliographical note

Funding Information:
This work was supported in part by the Consejo Nacional de Ciencia y Tecnologı´a de Mexico (CONACYT, Project No. 489100-5-J35194-N). The NMR spectrometer is operated under the support of the Secretarı´a de Educación Pública, México (SES-SEP, Project No. P/PEF 2005-26-11). H.S. thanks CONACYT for graduate scholarship.

Keywords

Excimer emission
Fluorescent chemosensors
Metal ion recognition
Naphthalene derivatives

Access to Document

10.1016/j.inoche.2007.01.015

Cite this

@article{dae2bea15b7f44ee9af15238964d0c47,

title = "Cd2+-sensiting bichromophore: Excimer emission from an EDTA-methylnaphthalene derivative",

abstract = "Chelating EDTA-based bichromophores, 1,4-bis(methylenecarboxy)-1,4-bis(N-1-naphthylmethylacetamide)-1,4- diazabutane (1) and its 2-napthyl isomer (2), were synthesized, and their fluorescence emission and complexation with Cd2+ and Zn2+ were studied. The fluorescence spectrum of 2 exhibited an emission band due to intramolecular excimer at about 400 nm in addition to a band from a monomeric (or isolated) chromophore at 335 nm. Complexation with Cd2+ sensitively intensified the excimer band and weakened the monomer band, as a result of formation of a [CdL2]2- type complex. In contrast, Zn2+ formed [ZnL]0, leading to depression of the excimer emission and enhancement of the monomer emission. The extent of the changes in emission intensities in the Cd2+ complex was larger than that of the Zn2+ complex contrary to the common metal-ion effect on fluorescence. Such a characteristic emission property was not observed for isomer 1. Ligand 2 has the high Cd-sensing capability that originates from monomer-excimer interconversion.",

keywords = "Excimer emission, Fluorescent chemosensors, Metal ion recognition, Naphthalene derivatives",

author = "Lorena Machi and Hisila Santacruz and Mario S{\'a}nchez and Motomichi Inoue",

note = "Funding Information: This work was supported in part by the Consejo Nacional de Ciencia y Tecnologı´a de Mexico (CONACYT, Project No. 489100-5-J35194-N). The NMR spectrometer is operated under the support of the Secretarı´a de Educaci{\'o}n P{\'u}blica, M{\'e}xico (SES-SEP, Project No. P/PEF 2005-26-11). H.S. thanks CONACYT for graduate scholarship. ",

year = "2007",

month = may,

doi = "10.1016/j.inoche.2007.01.015",

language = "Ingl{\'e}s",

volume = "10",

pages = "547--550",

journal = "Inorganic Chemistry Communications",

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TY - JOUR

T1 - Cd2+-sensiting bichromophore

T2 - Excimer emission from an EDTA-methylnaphthalene derivative

AU - Machi, Lorena

AU - Santacruz, Hisila

AU - Sánchez, Mario

AU - Inoue, Motomichi

N1 - Funding Information: This work was supported in part by the Consejo Nacional de Ciencia y Tecnologı´a de Mexico (CONACYT, Project No. 489100-5-J35194-N). The NMR spectrometer is operated under the support of the Secretarı´a de Educación Pública, México (SES-SEP, Project No. P/PEF 2005-26-11). H.S. thanks CONACYT for graduate scholarship.

PY - 2007/5

Y1 - 2007/5

N2 - Chelating EDTA-based bichromophores, 1,4-bis(methylenecarboxy)-1,4-bis(N-1-naphthylmethylacetamide)-1,4- diazabutane (1) and its 2-napthyl isomer (2), were synthesized, and their fluorescence emission and complexation with Cd2+ and Zn2+ were studied. The fluorescence spectrum of 2 exhibited an emission band due to intramolecular excimer at about 400 nm in addition to a band from a monomeric (or isolated) chromophore at 335 nm. Complexation with Cd2+ sensitively intensified the excimer band and weakened the monomer band, as a result of formation of a [CdL2]2- type complex. In contrast, Zn2+ formed [ZnL]0, leading to depression of the excimer emission and enhancement of the monomer emission. The extent of the changes in emission intensities in the Cd2+ complex was larger than that of the Zn2+ complex contrary to the common metal-ion effect on fluorescence. Such a characteristic emission property was not observed for isomer 1. Ligand 2 has the high Cd-sensing capability that originates from monomer-excimer interconversion.

AB - Chelating EDTA-based bichromophores, 1,4-bis(methylenecarboxy)-1,4-bis(N-1-naphthylmethylacetamide)-1,4- diazabutane (1) and its 2-napthyl isomer (2), were synthesized, and their fluorescence emission and complexation with Cd2+ and Zn2+ were studied. The fluorescence spectrum of 2 exhibited an emission band due to intramolecular excimer at about 400 nm in addition to a band from a monomeric (or isolated) chromophore at 335 nm. Complexation with Cd2+ sensitively intensified the excimer band and weakened the monomer band, as a result of formation of a [CdL2]2- type complex. In contrast, Zn2+ formed [ZnL]0, leading to depression of the excimer emission and enhancement of the monomer emission. The extent of the changes in emission intensities in the Cd2+ complex was larger than that of the Zn2+ complex contrary to the common metal-ion effect on fluorescence. Such a characteristic emission property was not observed for isomer 1. Ligand 2 has the high Cd-sensing capability that originates from monomer-excimer interconversion.

KW - Excimer emission

KW - Fluorescent chemosensors

KW - Metal ion recognition

KW - Naphthalene derivatives

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