Synthesis, characterization, and fluorescence behavior of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit

Cristina Núñez; Rufina Bastida; Alejandro Macías; Emilia Bértolo; Luz Fernandes; José Luis Capelo; Carlos Lodeiro

doi:10.1016/j.tet.2009.05.046

Synthesis, characterization, and fluorescence behavior of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit

Cristina Núñez, Rufina Bastida, Alejandro Macías, Emilia Bértolo, Luz Fernandes, José Luis Capelo, Carlos Lodeiro

Research output: Contribution to journal › Article

30 Citations (Scopus)

Abstract

Four emissive macrocyclic ligands mono-substituted with an 8-hydroxyquinoline pendant arm are presented. The new compounds have been used for metal-ion detection, which results from the competition between PET (photo-induced electron transfer) and PPT (photo-induced proton transfer) mechanisms. Solid metal complexes with divalent Cu(II), Zn(II), and Cd(II), and trivalent metal ions Al(III) and Cr(III) have been also synthesized and characterized. The compounds have been isolated as mononuclear or dinuclear (Cu(II)) complexes, confirming the stoichiometry observed in solution.

Original language	English
Pages (from-to)	6179-6188
Number of pages	10
Journal	Tetrahedron
Volume	65
Issue number	31
DOIs	https://doi.org/10.1016/j.tet.2009.05.046
Publication status	Published - 1 Aug 2009

Keywords

8H-Quinoline
Aluminum(III)
Chemosensor
Chromium(III)
Fluorescence
Zinc(II)

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title = "Synthesis, characterization, and fluorescence behavior of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit",

abstract = "Four emissive macrocyclic ligands mono-substituted with an 8-hydroxyquinoline pendant arm are presented. The new compounds have been used for metal-ion detection, which results from the competition between PET (photo-induced electron transfer) and PPT (photo-induced proton transfer) mechanisms. Solid metal complexes with divalent Cu(II), Zn(II), and Cd(II), and trivalent metal ions Al(III) and Cr(III) have been also synthesized and characterized. The compounds have been isolated as mononuclear or dinuclear (Cu(II)) complexes, confirming the stoichiometry observed in solution.",

keywords = "8H-Quinoline, Aluminum(III), Chemosensor, Chromium(III), Fluorescence, Zinc(II)",

author = "Cristina N{\'u}{\~n}ez and Rufina Bastida and Alejandro Mac{\'i}as and Emilia B{\'e}rtolo and Luz Fernandes and Capelo, {Jos{\'e} Luis} and Carlos Lodeiro",

note = "We thank Fundacao para a Ciencia e a Tecnologia/FEDER (Portugal/EU) (Project PTDC/QUI/66250/2006 FCT-FEDER), Xunta de Galicia (Spain) (Project PGIDIT07PXIB209039PR) for financial support. C.N, AN, R.B, J.L., and C.L. would like to thank the program 'Joint Portuguese-Spanish Project 2007' for the bilateral agreement number 63/07(Portugal) / HP2006-0119 (Spain).",

year = "2009",

month = aug,

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doi = "10.1016/j.tet.2009.05.046",

language = "English",

volume = "65",

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journal = "Tetrahedron",

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Synthesis, characterization, and fluorescence behavior of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit. / Núñez, Cristina; Bastida, Rufina; Macías, Alejandro; Bértolo, Emilia; Fernandes, Luz ; Capelo, José Luis ; Lodeiro, Carlos.

In: Tetrahedron, Vol. 65, No. 31, 01.08.2009, p. 6179-6188.

Research output: Contribution to journal › Article

TY - JOUR

T1 - Synthesis, characterization, and fluorescence behavior of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit

AU - Núñez, Cristina

AU - Bastida, Rufina

AU - Macías, Alejandro

AU - Bértolo, Emilia

AU - Fernandes, Luz

AU - Capelo, José Luis

AU - Lodeiro, Carlos

N1 - We thank Fundacao para a Ciencia e a Tecnologia/FEDER (Portugal/EU) (Project PTDC/QUI/66250/2006 FCT-FEDER), Xunta de Galicia (Spain) (Project PGIDIT07PXIB209039PR) for financial support. C.N, AN, R.B, J.L., and C.L. would like to thank the program 'Joint Portuguese-Spanish Project 2007' for the bilateral agreement number 63/07(Portugal) / HP2006-0119 (Spain).

PY - 2009/8/1

Y1 - 2009/8/1

N2 - Four emissive macrocyclic ligands mono-substituted with an 8-hydroxyquinoline pendant arm are presented. The new compounds have been used for metal-ion detection, which results from the competition between PET (photo-induced electron transfer) and PPT (photo-induced proton transfer) mechanisms. Solid metal complexes with divalent Cu(II), Zn(II), and Cd(II), and trivalent metal ions Al(III) and Cr(III) have been also synthesized and characterized. The compounds have been isolated as mononuclear or dinuclear (Cu(II)) complexes, confirming the stoichiometry observed in solution.

AB - Four emissive macrocyclic ligands mono-substituted with an 8-hydroxyquinoline pendant arm are presented. The new compounds have been used for metal-ion detection, which results from the competition between PET (photo-induced electron transfer) and PPT (photo-induced proton transfer) mechanisms. Solid metal complexes with divalent Cu(II), Zn(II), and Cd(II), and trivalent metal ions Al(III) and Cr(III) have been also synthesized and characterized. The compounds have been isolated as mononuclear or dinuclear (Cu(II)) complexes, confirming the stoichiometry observed in solution.

KW - 8H-Quinoline

KW - Aluminum(III)

KW - Chemosensor

KW - Chromium(III)

KW - Fluorescence

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