The solvent-promoted aggregation of amphiphilic porphyrin derivatives 1H(2) and 2H(2), possessing a chiral cationic or anionic functionality, respectively, occurs with the formation of chiral supramolecular structures. If the aggregation of 1H(2) (P*(+) in the artwork) is carried out in the presence of preformed aggregates of 2H(2) (P*(-) in the artwork), a remarkable amplification of the supramolecular chirality is observed (P*(+) + P*(-), in the picture) as a consequence of an electrostatic templation effect. The templated heteroaggregates resulted also in increased stability toward the presence of an achiral, negatively charged, porphyrin derivative.
Monti, D., Venanzi, M., Stefanelli, M., Sorrenti, A., Mancini, G., DI NATALE, C., et al. (2007). Chiral amplification of chiral porphyrin derivatives by templated heteroaggregation. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 129(21), 6688-6689 [10.1021/ja071249k].
Chiral amplification of chiral porphyrin derivatives by templated heteroaggregation
MONTI, DONATO;VENANZI, MARIANO;STEFANELLI, MANUELA;DI NATALE, CORRADO;PAOLESSE, ROBERTO
2007-01-01
Abstract
The solvent-promoted aggregation of amphiphilic porphyrin derivatives 1H(2) and 2H(2), possessing a chiral cationic or anionic functionality, respectively, occurs with the formation of chiral supramolecular structures. If the aggregation of 1H(2) (P*(+) in the artwork) is carried out in the presence of preformed aggregates of 2H(2) (P*(-) in the artwork), a remarkable amplification of the supramolecular chirality is observed (P*(+) + P*(-), in the picture) as a consequence of an electrostatic templation effect. The templated heteroaggregates resulted also in increased stability toward the presence of an achiral, negatively charged, porphyrin derivative.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
