résumé (Format PDF) - ED 406 - Université Pierre et Marie CURIE

Journées Bibliographiques de l’EDCM
Avassaya VANITCHA
The Synthesis of Macrocyclic Schiff Bases
Pr. Louis Fensterbank, Dr. Virginie Mouriès-Mansuy
Institut Parisien de Chimie Moléculaire
4 place Jussieu
Bâtiment F, 2 éme étage
75005 Paris
avassaya.vanitcha@upmc.fr
Schiff bases are widely studied and utilized in both organic and metal ion
complexations. These bases are generally obtained from the condensation of carbonyl
compounds and amine derivatives. Interestingly, Schiff base macrocycles are very important
in macrocyclic, biological and supramolecular chemistry. A huge number of Schiff base
macrocycles can be applied to be host-guest receptors and metal template agents. The design
and optimization of symmetrical and unsymmetrical macrocyclic Schiff base have been
studied. 1 For example, symmetric aliphatic derivatives of hydrazinophyrine have been
developed to be liquid crystals in order to be applied in display optoelectronic devices. 2
Unsymmetrical new ligands 2,6-bis{[bis-(2-aminoethyl) ethylamino]methyl}phenol behaves
as hexaprotic base and as monoprotic acid and have coordination properties toward some
metal transition cations. 3 In additions, macrocyclic ligand Schiff bases such as polypyrrolic
2,5-diamidothiophenes can be used as biological anion receptors effectively. 4
3,4-dialkoxy-2,5-diformylpyrroles
with Hydrazine 2
2,6-bis{[bis-(2-aminoethyl)
ethylamino]methyl}phenol 3
Polypyrrolic 2,5-
diamidothiophene 4
1. Borisova, N.E; Reshetova, M.D.; Ustynyuk, Y.A., Chem. Rev., 2007, 107, 46-79.
2. Sessler, J. L.; Callaway, W.; Dudek, S. P.; Date, R. W.; Lynch, V.; Bruce, D. W. Chem. Commun. 2003, 2422.
3. Ambrosi, G.; Formica, M.; Fusi, V.; Giorgi, L.; Guerri, A.; Micheloni, M.; Pontellini, R.; Rossi, P.
Polyhedron 2003, 22, 1135.
4. Sessler, J. L.; Roznyatovskiy, V.; Pantos, G. D.; Borisova, N. E.; Reshetova, M. D.; Lynch, V. M.;
Khrustalev, V. N.; Ustynyuk, Yu. A. Org. Lett. 2005, 7, 5277.