Chiral J-aggregates of meso-tetrakis(4-sulfonatophenyl)porphyrin (TPPS4) have been obtained in ethanol solution triggered by addition of both enantiomeric forms of tartaric acid. A detailed spectroscopic investigation has been performed on aggregates obtained by a well-defined mixture protocol of reactants. Our findings show as both aggregation process and induced supramolecular chirality essentially depend on the concentration of the reactants. Contrary to what occurs in aqueous solution, TPPS4 in ethanol solution shows: (i) at low porphyrin concentration, an aggregation behavior characterized by a L-tartaric acid threshold whereas the D-tartaric does not work even at high concentrations, so revealing an enantiomeric discrimination; (ii) at high porphyrin concentration, a large kinetic discrimination of D- vs. L-enantiomer.

Spectroscopic investigations on chiral J-aggregates induced by tartaric acid in alcoholic solution

ZAGAMI, ROBERTO
Primo
;
ROMEO, Andrea
Penultimo
;
MONSU' SCOLARO, Luigi
Ultimo
2017-01-01

Abstract

Chiral J-aggregates of meso-tetrakis(4-sulfonatophenyl)porphyrin (TPPS4) have been obtained in ethanol solution triggered by addition of both enantiomeric forms of tartaric acid. A detailed spectroscopic investigation has been performed on aggregates obtained by a well-defined mixture protocol of reactants. Our findings show as both aggregation process and induced supramolecular chirality essentially depend on the concentration of the reactants. Contrary to what occurs in aqueous solution, TPPS4 in ethanol solution shows: (i) at low porphyrin concentration, an aggregation behavior characterized by a L-tartaric acid threshold whereas the D-tartaric does not work even at high concentrations, so revealing an enantiomeric discrimination; (ii) at high porphyrin concentration, a large kinetic discrimination of D- vs. L-enantiomer.
File in questo prodotto:
File Dimensione Formato  
Spectroscopic investigations on chiral J-aggregates induced by tartaric acid in alcoholic solution [JPP].pdf

solo utenti autorizzati

Tipologia: Versione Editoriale (PDF)
Licenza: Tutti i diritti riservati (All rights reserved)
Dimensione 1.82 MB
Formato Adobe PDF
1.82 MB Adobe PDF   Visualizza/Apri   Richiedi una copia
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11570/3107985
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 5
  • ???jsp.display-item.citation.isi??? 5
social impact