Atropisomeric Chiral Probes to Study the Supramolecular Organization in Porphyrin Self-Assemblies (pages 6526–6536)
Cyril Chappaz-Gillot, Gabriel Canard, Federico Andreoli, Nicolas Vanthuyne, Michel Giorgi, Jean-Valère Naubron, Valérie Monnier, Roselyne Rosas, Christian Roussel and Teodor Silviu Balaban
Version of Record online: 9 OCT 2012 | DOI: 10.1002/ejoc.201200985
The noncatalysed nucleophilic aromatic substitution was used to introduce various recognition groups on the porphyrin macrocycle of four (bacterio)chlorophyll mimics that self-assemble in nonpolar solutions. An optically pure atropisomer was introduced to produce chiral aggregates. The UV/Vis and ECD spectra of all aggregates can be attributed to a dual H- and J-type supramolecular organization.