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 the l-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. ©2019 The Royal Society of Chemistry.

Caroleo, F., Stefanelli, M., Magna, G., Venanzi, M., Paolesse, R., Sennato, S., et al. (2019). Kinetic and spectroscopic studies on the chiral self-aggregation of amphiphilic zinc and copper (l)-prolinate-tetraarylporphyrin derivatives in different aqueous media. ORGANIC & BIOMOLECULAR CHEMISTRY, 17(5), 1113-1120 [10.1039/c8ob02689k].

Kinetic and spectroscopic studies on the chiral self-aggregation of amphiphilic zinc and copper (l)-prolinate-tetraarylporphyrin derivatives in different aqueous media

Caroleo F.;Stefanelli M.
;
Magna G.;Venanzi M.;Paolesse R.;Carbone M.;Monti D.
2019-01-01

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 the l-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. ©2019 The Royal Society of Chemistry.
2019
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/07 - FONDAMENTI CHIMICI DELLE TECNOLOGIE
Settore CHIM/03 - CHIMICA GENERALE E INORGANICA
English
Con Impact Factor ISI
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85060953843&doi=10.1039/c8ob02689k&partnerID=40&md5=8d66b2ad6c2251fbeb3edb0aa4053b64
Caroleo, F., Stefanelli, M., Magna, G., Venanzi, M., Paolesse, R., Sennato, S., et al. (2019). Kinetic and spectroscopic studies on the chiral self-aggregation of amphiphilic zinc and copper (l)-prolinate-tetraarylporphyrin derivatives in different aqueous media. ORGANIC & BIOMOLECULAR CHEMISTRY, 17(5), 1113-1120 [10.1039/c8ob02689k].
Caroleo, F; Stefanelli, M; Magna, G; Venanzi, M; Paolesse, R; Sennato, S; Carbone, M; Monti, D
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/210812
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