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Anion-controlled assembly of porphyrin-bicyclic guanidine conjugates
Vladimír Král1, Franz P Schmidtchen, Kamil Lang
1Department of Organic Chemistry and Biochemistry, Technical University of Munich, D-85747 Garching, Lichtenbergstrasse 4, Germany. schmidtchen@ch.tum.de
Organic Letters
|January 5, 2002
Abstract:
[reaction: see text] Cationic porphyrins 1-3 bearing one, two, and four bicyclic guanidines form highly ordered chiral assemblies in aqueous solutions. The chirality is controlled by the type of the anionic counterpart and results from a spontaneous process. The chiral assemblies of 1-3 relate structurally to the complexes of achiral porphyrins with helical DNA. However, the presence of a chiral template (DNA, poly L-Glu were tested) is not necessary for formation of these specific chiral porphyrin assemblies.