Symmetrical and dissymmetrical 2,2′-bis-dipyrrin ligands and Zn(ii) binuclear helicates?

New Journal of Chemistry Pub Date: 2018-04-02 DOI: 10.1039/C8NJ00335A

Abstract

A strategy for the synthesis of symmetrical and dissymmetrical 2,2′-bisdipyrrin ligands is proposed. It relies on the preparation of derivatives bearing at their periphery reactive groups that are subsequently used for the introduction of functional units leading to a wide range of new ligands. This approach was applied to the carboxylic acid unit and its subsequent transformation into amides using aniline and an aminopyridine derivative. A series of symmetrical and dissymmetrical species has thus been synthesized and characterized in solution as well as in the crystalline state by X-ray diffraction for some of them. Furthermore, the formation of binuclear helicates upon coordination of Zn(II) cations has been explored.

Graphical abstract: Symmetrical and dissymmetrical 2,2′-bis-dipyrrin ligands and Zn(ii) binuclear helicates
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