Convenient synthesis of functionalized 4,4′-disubstituted-2,2′- bipyridine with extended π-system for dye-sensitized solar cell applications

Cédric Klein; Etienne Baranoff; Md Khaja Nazeeruddin; Michael Grätzel; Etienne Baranoff

doi:10.1016/j.tetlet.2010.09.077

Convenient synthesis of functionalized 4,4′-disubstituted-2,2′- bipyridine with extended π-system for dye-sensitized solar cell applications

Cédric Klein, Etienne Baranoff, Md Khaja Nazeeruddin, Michael Grätzel, Etienne Baranoff

Chemistry

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

17 Citations (Scopus)

Abstract

Exploration of new ruthenium-based sensitizers for dye-sensitized solar cell (DSC) applications requires an easy access to multifunctionalized ligands for efficient screening of sensitizers' properties. Based on the Horner-Emmons-Wadsworth reaction, a convenient synthetic route for the extension of the π-system on 4,4′-disubstituted-2,2′-bipyridines was used to develop a novel series of functionalized 2,2′-bipyridine ligands with either electron-withdrawing or donating end-capping group. ¹H NMR spectroscopy revealed that all the new bipyridyl ligands were obtained exclusively in their fully E isomers.

Original language	English
Pages (from-to)	6161-6165
Number of pages	5
Journal	Tetrahedron Letters
Volume	51
Issue number	47
DOIs	https://doi.org/10.1016/j.tetlet.2010.09.077
Publication status	Published - 24 Nov 2010

Keywords

Bipyridine
Dye-sensitized solar cells
Extended π-systems
Horner-Emmons-Wadsworth reaction

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/j.tetlet.2010.09.077

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abstract = "Exploration of new ruthenium-based sensitizers for dye-sensitized solar cell (DSC) applications requires an easy access to multifunctionalized ligands for efficient screening of sensitizers' properties. Based on the Horner-Emmons-Wadsworth reaction, a convenient synthetic route for the extension of the π-system on 4,4′-disubstituted-2,2′-bipyridines was used to develop a novel series of functionalized 2,2′-bipyridine ligands with either electron-withdrawing or donating end-capping group. 1H NMR spectroscopy revealed that all the new bipyridyl ligands were obtained exclusively in their fully E isomers.",

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AU - Klein, Cédric

AU - Baranoff, Etienne

AU - Nazeeruddin, Md Khaja

AU - Grätzel, Michael

AU - Baranoff, Etienne

PY - 2010/11/24

Y1 - 2010/11/24

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AB - Exploration of new ruthenium-based sensitizers for dye-sensitized solar cell (DSC) applications requires an easy access to multifunctionalized ligands for efficient screening of sensitizers' properties. Based on the Horner-Emmons-Wadsworth reaction, a convenient synthetic route for the extension of the π-system on 4,4′-disubstituted-2,2′-bipyridines was used to develop a novel series of functionalized 2,2′-bipyridine ligands with either electron-withdrawing or donating end-capping group. 1H NMR spectroscopy revealed that all the new bipyridyl ligands were obtained exclusively in their fully E isomers.

KW - Bipyridine

KW - Dye-sensitized solar cells

KW - Extended π-systems

KW - Horner-Emmons-Wadsworth reaction

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Convenient synthesis of functionalized 4,4′-disubstituted-2,2′- bipyridine with extended π-system for dye-sensitized solar cell applications

Abstract

Keywords

ASJC Scopus subject areas

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