Convenient synthesis of tridentate 2,6-di(pyrazol-1-yl)-4-carboxypyridine and tetradentate 6,6′-di(pyrazol-1-yl)-4,4′-dicarboxy-2,2′-bipyridine ligands

被引:22
作者
Klein, Cedric [1 ]
Baranoff, Etienne [1 ]
Graetzel, Michael [1 ]
Nazeeruddin, Md. Khaja [1 ]
机构
[1] Ecole Polytech Fed Lausanne, Lab Photon & Interfaces, CH-1015 Lausanne, Switzerland
关键词
Bipyridine; Pyrazole; Dye-sensitized solar cells; Tetradentate ligands; Terdentate ligands; TERPYRIDINE ANALOGS; SOLAR-CELLS; COMPLEXES; RUTHENIUM(II); 2,2'/6',2''-TERPYRIDINES; SENSITIZERS;
D O I
10.1016/j.tetlet.2010.12.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Citrazinic acid is used as a convenient starting material for both tridentate 2,6-di(pyrazol-1-yl)-pyridine and tetradentate 6,6'-di(pyrazol-1-yl)-2,2'-bipyridine ligands containing carboxylic groups useful for further anchoring of sensitizer on TiO(2) for dye-sensitized solar cells (DSCs). Using 2,6-dichloro-4-carboxypyridine, the synthesis of the terdentate ligands was improved compared to previously used 2,6-dibromo-4-carboxypyridine or 2,6-dichloro-4-ethylcarboxylate pyridine. Controlling the reaction conditions, it is possible to efficiently obtain the monosubstituted 2-chloro-6-pyrazol-1-yl-4-carboxypyridine, a key intermediate for the preparation of tetradentate 6,6'-di(pyrazol-1-yl)-4,4'-dicarboxy-2,2'-bipyridine ligand. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:584 / 587
页数:4
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