The chirality of micellar aggregates formed by surfactants derived from L-proline was investigated by using two chiral biphenylic derivatives as probes of chirality. The investigation carried out by H-1 NMR, circular dichroism, and HPLC on chiral phase demonstrates that chiral recognition may occur in sites of the aggregates far from the head-group stereogenic centers and it is due to interaction with a whole region of the aggregate rather than with a single monomer in the aggregate. Subtle changes of the structure of the monomer influence the aggregation properties of the surfactants and its expression of chirality. (C) 2007 Elsevier Ltd. All rights reserved.

Discrimination of the enantiomers of biphenylic derivatives in micellar aggregates formed by chiral amidic surfactants / Alessandro, Alzalamira; Ceccacci, Francesca; Monti, Donato; LEVI MORTERA, Stefano; Giovanna, Mancini; Alessandro, Sorrenti; Mariano, Venanzi; Villani, Claudio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 18:15(2007), pp. 1868-1876. [10.1016/j.tetasy.2007.07.026]

Discrimination of the enantiomers of biphenylic derivatives in micellar aggregates formed by chiral amidic surfactants

CECCACCI, FRANCESCA;Donato Monti;LEVI MORTERA, STEFANO;VILLANI, Claudio
2007

Abstract

The chirality of micellar aggregates formed by surfactants derived from L-proline was investigated by using two chiral biphenylic derivatives as probes of chirality. The investigation carried out by H-1 NMR, circular dichroism, and HPLC on chiral phase demonstrates that chiral recognition may occur in sites of the aggregates far from the head-group stereogenic centers and it is due to interaction with a whole region of the aggregate rather than with a single monomer in the aggregate. Subtle changes of the structure of the monomer influence the aggregation properties of the surfactants and its expression of chirality. (C) 2007 Elsevier Ltd. All rights reserved.
2007
01 Pubblicazione su rivista::01a Articolo in rivista
Discrimination of the enantiomers of biphenylic derivatives in micellar aggregates formed by chiral amidic surfactants / Alessandro, Alzalamira; Ceccacci, Francesca; Monti, Donato; LEVI MORTERA, Stefano; Giovanna, Mancini; Alessandro, Sorrenti; Mariano, Venanzi; Villani, Claudio. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 18:15(2007), pp. 1868-1876. [10.1016/j.tetasy.2007.07.026]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/365883
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