Tetrahedron

Synthesis and characterization of partially β-fluorinated 5, 10, 15, 20-tetraphenylporphyrins and some derivatives

J Leroy, E Porhiel, A Bondon

Index: Leroy, Jacques; Porhiel, Emmanuel; Bondon, Arnaud Tetrahedron, 2002 , vol. 58, # 33 p. 6713 - 6722

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Citation Number: 42

Abstract

The synthesis of partially β-fluorinated meso-tetraphenylporphyrins using Lindsey conditions, has been examined, starting either from 3, 4-difluoro-1H-pyrrole or from 3-fluoro- 1H-pyrrole. In the case of the first synthon, condensation with pyrrole and benzaldehyde afforded a mixture of porphyrins of general formula β-FnTPP (n= 0, 2, 4, 6, 8) displaying linearly correlated spectroscopic and electrochemical properties. With the second synthon ...