Synthesis and ligand binding properties of triptycene-linked porphyrin arrays

TETRAHEDRON

卷:67

Article

Finnigan, Eimear M.¹  Rein, Regis²  Solladie, Nathalie²  Dahms, Katja¹  Goetz, Daniel C. G.³  Bringmann, Gerhard³  Senge, Mathias O.¹ 

[1] Trinity Coll Dublin, Sch Chem, SFI Tetrapyrrole Lab, Dublin 2, Ireland

[2] CNRS, Chim Coordinat Lab, Grp Synth Syst Porphyrin, F-31077 Toulouse 4, France

[3] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

关键词: Porphyrins;    Triptycenes;    Suzuki coupling;    Sonogashira coupling;    Ligand binding;    Antenna systems;   

DOI  :  10.1016/j.tet.2010.12.025

来源: Elsevier

【 摘 要 】

Multiporphyrin arrays are a complex class of molecules with numerous potential applications in energy transfer, photomedicine, and light harvesting. We have developed a facile/versatile route to a class of triptycene-linked porphyrin arrays via both Suzuki and Sonogashira cross-coupling methods, which makes use of the rigid three-pronged orientation of triptycene to construct trimeric porphyrin arrays linked either in the meso or beta-position with various linker groups. In order to understand the properties of these potential antenna systems and probe their potential applications, the coordination behavior of zinc(11) derivatives with mono- and bidentate N-donor ligands was investigated. Depending on ligand concentration, both one- and two-point binding was observed with a bidentate ligand. Also/in addition, different cavity sizes, obtained by the use of different linker groups, resulted in differences in the binding properties of each trimeric system. (C) 2010 Elsevier Ltd. All rights reserved.

【 授权许可】

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