Ammonium-crown ether interactions for the construction of fullerene-containing photoactive supramolecular devices

Jean François Nierengarten; Uwe Hahn; Teresa M.Figueira Duarte; François Cardinali; Nathalie Solladié; Mathieu E. Walther; Alain Van Dorsselaer; Haiko Herschbach; Emmanuelle Leize; Anne Marie Albrecht-Gary; Ali Trabolsi; Mourad Elhabiri

doi:10.1016/j.crci.2005.11.005

Ammonium-crown ether interactions for the construction of fullerene-containing photoactive supramolecular devices

Jean François Nierengarten, Uwe Hahn, Teresa M.Figueira Duarte, François Cardinali, Nathalie Solladié, Mathieu E. Walther, Alain Van Dorsselaer, Haiko Herschbach, Emmanuelle Leize, Anne Marie Albrecht-Gary, Ali Trabolsi, Mourad Elhabiri

Chemistry

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

Abstract

Here, we report our recent progresses in the synthesis and the study of fullerene-containing supramolecular photoactive devices. Our approach is based on the self-assembly of C₆₀ derivatives bearing an ammonium unit with functionalized crown ethers. The ammonium-crown ether interaction itself is weak and the K_a values are rather low when the association results only from the binding of the cationic unit with the macrocyclic component. However, when additional recognition elements are present, the stability of the complexes can be dramatically increased. This principle is illustrated with various examples of systems resulting from the self-assembly of C₆₀-ammonium derivatives and crown ethers bearing a porphyrin or an oligophenylenevinylene chromophore. To cite this article: J.-F. Nierengarten et al., C. R. Chimie 9 (2006).

Original language	English (US)
Pages (from-to)	1022-1030
Number of pages	9
Journal	Comptes Rendus Chimie
Volume	9
Issue number	7-8
DOIs	https://doi.org/10.1016/j.crci.2005.11.005
State	Published - Jul 2006

Keywords

Binding studies
Conjugated systems
Crown ether
Fullerene
Porphyrin
Supramolecular chemistry

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

Access to Document

10.1016/j.crci.2005.11.005

Cite this

Nierengarten, J. F., Hahn, U., Duarte, T. M. F., Cardinali, F., Solladié, N., Walther, M. E., Van Dorsselaer, A., Herschbach, H., Leize, E., Albrecht-Gary, A. M., Trabolsi, A., & Elhabiri, M. (2006). Ammonium-crown ether interactions for the construction of fullerene-containing photoactive supramolecular devices. Comptes Rendus Chimie, 9(7-8), 1022-1030. https://doi.org/10.1016/j.crci.2005.11.005

Nierengarten, JF, Hahn, U, Duarte, TMF, Cardinali, F, Solladié, N, Walther, ME, Van Dorsselaer, A, Herschbach, H, Leize, E, Albrecht-Gary, AM, Trabolsi, A & Elhabiri, M 2006, 'Ammonium-crown ether interactions for the construction of fullerene-containing photoactive supramolecular devices', Comptes Rendus Chimie, vol. 9, no. 7-8, pp. 1022-1030. https://doi.org/10.1016/j.crci.2005.11.005

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title = "Ammonium-crown ether interactions for the construction of fullerene-containing photoactive supramolecular devices",

abstract = "Here, we report our recent progresses in the synthesis and the study of fullerene-containing supramolecular photoactive devices. Our approach is based on the self-assembly of C60 derivatives bearing an ammonium unit with functionalized crown ethers. The ammonium-crown ether interaction itself is weak and the Ka values are rather low when the association results only from the binding of the cationic unit with the macrocyclic component. However, when additional recognition elements are present, the stability of the complexes can be dramatically increased. This principle is illustrated with various examples of systems resulting from the self-assembly of C60-ammonium derivatives and crown ethers bearing a porphyrin or an oligophenylenevinylene chromophore. To cite this article: J.-F. Nierengarten et al., C. R. Chimie 9 (2006).",

keywords = "Binding studies, Conjugated systems, Crown ether, Fullerene, Porphyrin, Supramolecular chemistry",

author = "Nierengarten, {Jean Fran{\c c}ois} and Uwe Hahn and Duarte, {Teresa M.Figueira} and Fran{\c c}ois Cardinali and Nathalie Solladi{\'e} and Walther, {Mathieu E.} and {Van Dorsselaer}, Alain and Haiko Herschbach and Emmanuelle Leize and Albrecht-Gary, {Anne Marie} and Ali Trabolsi and Mourad Elhabiri",

note = "Funding Information: This work was supported by the CNRS, the French Ministry of Research (ACI Jeunes chercheurs to N.S.), a doctoral fellowship from the French Ministry of Research to A.T., a doctoral fellowship from the CNRS and the R{\'e}gion Alsace to F.C., a doctoral fellowship from the GRK532 to H.H. and a post-doctoral fellowship from the Deutscher Akademischer Austausch Dienst (DAAD) to U.H.",

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AU - Cardinali, François

AU - Solladié, Nathalie

AU - Walther, Mathieu E.

AU - Van Dorsselaer, Alain

AU - Herschbach, Haiko

AU - Leize, Emmanuelle

AU - Albrecht-Gary, Anne Marie

AU - Trabolsi, Ali

AU - Elhabiri, Mourad

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N2 - Here, we report our recent progresses in the synthesis and the study of fullerene-containing supramolecular photoactive devices. Our approach is based on the self-assembly of C60 derivatives bearing an ammonium unit with functionalized crown ethers. The ammonium-crown ether interaction itself is weak and the Ka values are rather low when the association results only from the binding of the cationic unit with the macrocyclic component. However, when additional recognition elements are present, the stability of the complexes can be dramatically increased. This principle is illustrated with various examples of systems resulting from the self-assembly of C60-ammonium derivatives and crown ethers bearing a porphyrin or an oligophenylenevinylene chromophore. To cite this article: J.-F. Nierengarten et al., C. R. Chimie 9 (2006).

AB - Here, we report our recent progresses in the synthesis and the study of fullerene-containing supramolecular photoactive devices. Our approach is based on the self-assembly of C60 derivatives bearing an ammonium unit with functionalized crown ethers. The ammonium-crown ether interaction itself is weak and the Ka values are rather low when the association results only from the binding of the cationic unit with the macrocyclic component. However, when additional recognition elements are present, the stability of the complexes can be dramatically increased. This principle is illustrated with various examples of systems resulting from the self-assembly of C60-ammonium derivatives and crown ethers bearing a porphyrin or an oligophenylenevinylene chromophore. To cite this article: J.-F. Nierengarten et al., C. R. Chimie 9 (2006).

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