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A convenient preparation of 2,3,5,6-tetrafluoro-4-iodo-benzaldehyde and its application in porphyrin synthesis |
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| Authors: | Jacques Leroy Bernd Schöllhorn Jean-Laurent Syssa-Magalé Kamal Boubekeur |
| Institution: | a Ecole Normale Supérieure, Département de Chimie, UMR CNRS 8640-PASTEUR, 24 Rue Lhomond, 75231 Paris Cedex 5, France b Laboratoire de Chimie Inorganique et Matériaux Moleculaires, Université Pierre et Marie Curie, UMR 7071 CNRS, 4 Place Jussieu, 75252 Paris Cedex 5, France c Laboratoire de Chimie des Solides, Institut des Matériaux Jean Rouxel, UMR CNRS 6502, 2 Rue de la Houssinière, B.P. 32229, 44322 Nantes Cedex 3, France d Faculté des Sciences, Université de Bangui, B.P. 908, Bangui, Central African Republic |
| Abstract: | An efficient synthesis of 2,3,5,6-tetrafluoro-4-iodo-benzaldehyde (1) is presented. This new compound was readily obtained via iodination at low temperature of the lithio derivative of 2-(2,3,5,6-tetrafluoro-phenyl)-1,3]dioxolane (4). The crystal structure of 1 consists of linear polymeric chains, with non-covalent O?I bonding as the directing interaction, responsible for the observed assembly. Aldehyde 1 is further employed in the synthesis of 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin (6), a potential precursor of supramolecular assemblies. |
| Keywords: | Iodo-perfluorocarbons Porphyrins Self assembly Halogen bonds |
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