A convenient preparation of 2,3,5,6-tetrafluoro-4-iodo-benzaldehyde and its application in porphyrin synthesis

被引:30
作者
Leroy, J
Schöllhorn, B
Syssa-Magalé, JL
Boubekeur, K
Palvadeau, P
机构
[1] Ecole Normale Super, Dept Chim, CNRS, UMR 8640, F-75231 Paris 5, France
[2] Univ Paris 06, Lab Chim Inorgan & Mat Mol, CNRS, UMR 7071, F-75252 Paris 5, France
[3] Inst Mat Jean Rouxel, CNRS, Chim Solide Lab, UMR 6502, F-44322 Nantes 3, France
[4] Univ Bangui, Fac Sci, Bangui, Cent Afr Republ
关键词
iodo-perfluorocarbons; porphyrins; self assembly; halogen bonds;
D O I
10.1016/j.jfluchem.2004.04.008
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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 (OI)-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. (C) 2004 Elsevier B.V. All fights reserved.
引用
收藏
页码:1379 / 1382
页数:4
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