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Metal catalyst-free amination of meso-bromoporphyrins: an entry to supramolecular porphyrinoid frameworks
Authors:Mihaela Carmen Balaban  Cyril Chappaz-Gillot  Olaf Fuhr  Christian Roussel
Affiliation:a Karlsruhe Institute of Technology, Forschungszentrum Karlsruhe, Institute for Nanotechnology, Postfach 3640, D-76021 Karlsruhe, Germany
b Center for Functional Nanostructures at the Universität Karlsruhe (TH), Germany
c Université Paul Cézanne Aix-Marseille III, UMR 6263 - ISM2-Chirosciences, Faculté des Sciences de Saint-Jérôme Case A 62, Avenue Escadrille Normandie-Niemen, F-13397 Marseille Cedex 20, France
Abstract:meso-Bromoporphyrins can be conveniently substituted by primary and secondary amines in a metal catalyst-free reaction which gives access to a large variety of meso-N-substituted derivatives. In some cases, considerable acceleration of this amination can be effected under microwave irradiation. The amino anchor on the porphyrin skeleton is useful for constructing novel self-assembling porphyrinoids as demonstrated by a single crystal X-ray analysis as well as stationary absorption and fluorescence spectroscopies.
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