A dipyrenyl calixazacrown chemosensor for Mg2+

Abdelwaheb Hamdi; Sang Hoon Kim; Rym Abidi; Pierre Thuéry; Jong Seung Kim; Jacques Vicens

doi:10.1016/j.tet.2009.01.079

A dipyrenyl calixazacrown chemosensor for Mg²⁺

Abdelwaheb Hamdi, Sang Hoon Kim, Rym Abidi, Pierre Thuéry, Jong Seung Kim, Jacques Vicens

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

37 Citations (Scopus)

Abstract

A new fluorogenic calix[4]tetraaza-crown-6 (4) bearing two pyrene amide groups has been prepared. It was shown to be selective for Mg²⁺. When Mg²⁺ is bound to 4, the pyrene monomer emission increased while the excimer emission declined in a ratiometric manner. It is shown by ¹H NMR that this ratiometric change is due to the conformational changes of the pyrenes during the chelation of Mg²⁺ by the amide functions to form a 1:1 complex.

Original language	English
Pages (from-to)	2818-2823
Number of pages	6
Journal	Tetrahedron
Volume	65
Issue number	14
DOIs	https://doi.org/10.1016/j.tet.2009.01.079
Publication status	Published - 2009 Apr 4

Keywords

Calixarenes
Complexation
Detection
Excimer
Fluorescence
Magnesium

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2009.01.079

Cite this

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title = "A dipyrenyl calixazacrown chemosensor for Mg2+",

abstract = "A new fluorogenic calix[4]tetraaza-crown-6 (4) bearing two pyrene amide groups has been prepared. It was shown to be selective for Mg2+. When Mg2+ is bound to 4, the pyrene monomer emission increased while the excimer emission declined in a ratiometric manner. It is shown by 1H NMR that this ratiometric change is due to the conformational changes of the pyrenes during the chelation of Mg2+ by the amide functions to form a 1:1 complex.",

keywords = "Calixarenes, Complexation, Detection, Excimer, Fluorescence, Magnesium",

author = "Abdelwaheb Hamdi and Kim, {Sang Hoon} and Rym Abidi and Pierre Thu{\'e}ry and Kim, {Jong Seung} and Jacques Vicens",

note = "Funding Information: This work was supported by the Korea Science and Engineering Foundation (KOSEF) grant (No. R11-2005-008-00000-0) and by l'Agence Universitaire de la Francophonie (A.H.) ",

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AU - Hamdi, Abdelwaheb

AU - Kim, Sang Hoon

AU - Abidi, Rym

AU - Thuéry, Pierre

AU - Kim, Jong Seung

AU - Vicens, Jacques

N1 - Funding Information: This work was supported by the Korea Science and Engineering Foundation (KOSEF) grant (No. R11-2005-008-00000-0) and by l'Agence Universitaire de la Francophonie (A.H.)

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AB - A new fluorogenic calix[4]tetraaza-crown-6 (4) bearing two pyrene amide groups has been prepared. It was shown to be selective for Mg2+. When Mg2+ is bound to 4, the pyrene monomer emission increased while the excimer emission declined in a ratiometric manner. It is shown by 1H NMR that this ratiometric change is due to the conformational changes of the pyrenes during the chelation of Mg2+ by the amide functions to form a 1:1 complex.

KW - Calixarenes

KW - Complexation

KW - Detection

KW - Excimer

KW - Fluorescence

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