TY - JOUR
T1 - 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
AU - Klein, Cédric
AU - Baranoff, Etienne
AU - Grätzel, Michael
AU - Nazeeruddin, Md Khaja
AU - Baranoff, Etienne
PY - 2011/2/2
Y1 - 2011/2/2
N2 - 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 TiO2 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.
AB - 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 TiO2 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.
KW - Bipyridine
KW - Dye-sensitized solar cells
KW - Pyrazole
KW - Terdentate ligands
KW - Tetradentate ligands
UR - http://www.scopus.com/inward/record.url?scp=78651106210&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2010.12.001
DO - 10.1016/j.tetlet.2010.12.001
M3 - Article
AN - SCOPUS:78651106210
SN - 0040-4039
VL - 52
SP - 584
EP - 587
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 5
ER -