Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

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Abstract

Two new ligands provided with a 15-crown-5 as a receptor unit and bithiophen unit as an emissive probe have been synthesized and characterized in order to evaluate the coordination capabilities and their sensor effect. Ligand L1 presents an aromatic crown ether moiety that is directly linked to the imine-2,2′-bithiophene π-conjugated system, and ligand L2 is constituted by an aliphatic crown ether moiety that is linked to the same imine-2,2′-bithiophene system through a methylene unit. Solid metal complexes of Ni(II), Pd(II), Hg(II) and Na(I) have been synthesized using both macrocyclic compounds, and have been studied in solution in the presence of the same metal ions. All solid compounds have been characterized by common analytical and spectroscopic techniques. The sensorial effect has been studied using absorption, emission and MALDI-TOF-MS spectroscopies.

Original languageEnglish
Pages (from-to)79-85
Number of pages7
JournalInorganic Chemistry Communications
Volume12
Issue number2
DOIs
Publication statusPublished - 1 Feb 2009

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Molecular Probes
Schiff Bases
imines
Crown Ethers
Crown ethers
Imines
Ligands
ligands
probes
ethers
Macrocyclic Compounds
synthesis
Coordination Complexes
Metal complexes
methylene
Metal ions
metal ions
Spectroscopy
sensors
Sensors

Keywords

  • Bithiophene
  • Crown ether
  • Luminescence
  • Mercury(II)
  • Nickel(II)
  • Palladium(II)
  • Schiff base
  • Sodium(I)

Cite this

@article{22d093c81b9b46928cb08b04fac255fa,
title = "Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes",
abstract = "Two new ligands provided with a 15-crown-5 as a receptor unit and bithiophen unit as an emissive probe have been synthesized and characterized in order to evaluate the coordination capabilities and their sensor effect. Ligand L1 presents an aromatic crown ether moiety that is directly linked to the imine-2,2′-bithiophene π-conjugated system, and ligand L2 is constituted by an aliphatic crown ether moiety that is linked to the same imine-2,2′-bithiophene system through a methylene unit. Solid metal complexes of Ni(II), Pd(II), Hg(II) and Na(I) have been synthesized using both macrocyclic compounds, and have been studied in solution in the presence of the same metal ions. All solid compounds have been characterized by common analytical and spectroscopic techniques. The sensorial effect has been studied using absorption, emission and MALDI-TOF-MS spectroscopies.",
keywords = "Bithiophene, Crown ether, Luminescence, Mercury(II), Nickel(II), Palladium(II), Schiff base, Sodium(I)",
author = "Bruno Pedras and Luz Fernandes and Elisabete Oliveira and Laura Rodr{\'i}guez and Raposo, {M. Manuela M.} and Capelo, {Jos{\'e} Luis} and Carlos Lodeiro",
note = "We thank Fundacao para a Ciencia e a Tecnologia (FCT)/FEDER (Portugal/EU) (Project PDTC/QUI/66250/2006 FCT-FEDER). B. Pedras and E. Oliveira acknowledge the FCT/Portugal by the PhD grants reference SFRH/BD/27786/2006 and SFRH/BD/38909/2007.",
year = "2009",
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doi = "10.1016/j.inoche.2008.11.007",
language = "English",
volume = "12",
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journal = "Inorganic Chemistry Communications",
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T1 - Synthesis, characterization and spectroscopic studies of two new schiff-base bithienyl pendant-armed 15-crown-5 molecular probes

AU - Pedras, Bruno

AU - Fernandes, Luz

AU - Oliveira, Elisabete

AU - Rodríguez, Laura

AU - Raposo, M. Manuela M.

AU - Capelo, José Luis

AU - Lodeiro, Carlos

N1 - We thank Fundacao para a Ciencia e a Tecnologia (FCT)/FEDER (Portugal/EU) (Project PDTC/QUI/66250/2006 FCT-FEDER). B. Pedras and E. Oliveira acknowledge the FCT/Portugal by the PhD grants reference SFRH/BD/27786/2006 and SFRH/BD/38909/2007.

PY - 2009/2/1

Y1 - 2009/2/1

N2 - Two new ligands provided with a 15-crown-5 as a receptor unit and bithiophen unit as an emissive probe have been synthesized and characterized in order to evaluate the coordination capabilities and their sensor effect. Ligand L1 presents an aromatic crown ether moiety that is directly linked to the imine-2,2′-bithiophene π-conjugated system, and ligand L2 is constituted by an aliphatic crown ether moiety that is linked to the same imine-2,2′-bithiophene system through a methylene unit. Solid metal complexes of Ni(II), Pd(II), Hg(II) and Na(I) have been synthesized using both macrocyclic compounds, and have been studied in solution in the presence of the same metal ions. All solid compounds have been characterized by common analytical and spectroscopic techniques. The sensorial effect has been studied using absorption, emission and MALDI-TOF-MS spectroscopies.

AB - Two new ligands provided with a 15-crown-5 as a receptor unit and bithiophen unit as an emissive probe have been synthesized and characterized in order to evaluate the coordination capabilities and their sensor effect. Ligand L1 presents an aromatic crown ether moiety that is directly linked to the imine-2,2′-bithiophene π-conjugated system, and ligand L2 is constituted by an aliphatic crown ether moiety that is linked to the same imine-2,2′-bithiophene system through a methylene unit. Solid metal complexes of Ni(II), Pd(II), Hg(II) and Na(I) have been synthesized using both macrocyclic compounds, and have been studied in solution in the presence of the same metal ions. All solid compounds have been characterized by common analytical and spectroscopic techniques. The sensorial effect has been studied using absorption, emission and MALDI-TOF-MS spectroscopies.

KW - Bithiophene

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KW - Luminescence

KW - Mercury(II)

KW - Nickel(II)

KW - Palladium(II)

KW - Schiff base

KW - Sodium(I)

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DO - 10.1016/j.inoche.2008.11.007

M3 - Article

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SP - 79

EP - 85

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JF - Inorganic Chemistry Communications

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