Kinetic and spectroscopic studies on the chiral self-aggregation of amphiphilic zinc and copper (l)-prolinate-tetraarylporphyrin derivatives in different aqueous media12. Issue 5 (11th January 2019)

• Record Type: Journal Article
• Authors: Caroleo, Fabrizio; Stefanelli, Manuela; Magna, Gabriele; Venanzi, Mariano; Paolesse, Roberto; Sennato, Simona; Carbone, Marilena; Monti, Donato
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 5(2019)
• Page Start: 1113
• Page End: 1120
• Publication Date: 2019-01-11
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02689k
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The chiral self-aggregation of (l )-proline porphyrin derivatives depends on both the nature of the media and the coordinated metal ion. Abstract : The self-aggregation of inherently chiral, (l )-proline functionalised Cu and Zn porphyrin derivatives has been investigated in different aqueous organic solvent media. The results indicate that the title species form self-assembled structures expressing supramolecular chirality by the amplification of the stereochemical information stored on thel -prolinate functionality. A substantial difference of the aggregation modes, and the chiroptical features of the final supramolecular species for the two investigated complexes, is clearly imputable to the metal ions, having a different coordination ability toward solvent molecules. Detailed kinetic investigation performed by combining different spectroscopy techniques allowed the definition of the reaction mechanisms involved in these processes. The results described are of importance, for example, for the achievement of stereoselective devices and sensors.