title: Chiral/ring closed vs. achiral/open chain triazine-based organogelators: induction and amplification of supramolecular chirality in organic gels.
abstract: The purpose of this study is to compare the gelling behavior of two molecules: a chiral compound and its achiral counterpart. The chiral partner is characterized by a rigid, chiral pyrrolidine nucleus, while the achiral one contains a flexible diethanolamine moiety. The chiral compound is an already known good organogelator, but also the achiral compound shows remarkable gelling properties. Very interestingly, a small fraction of the chiral compound induces chirality and strong CD effects in its aggregates with the achiral one. The observed chirality amplification corresponds to a peculiar sergeant-and-soldier effect. Molecular modelling and CD calculations suggested a model for the supramolecular assembly of hetero-aggregates that fits the experimental data.
authors.affiliation: Department of Chemistry, Università di Firenze, Via della lastruccia 3-13, 50019, Sesto Fiorentino-Fi, Italy. stefano.cicchi@unifi.it.
authors.forename: L
authors.initials: L
authors.lastname: Lascialfari
authors.forename: D
authors.initials: D
authors.lastname: Berti
authors.forename: A
authors.initials: A
authors.lastname: Brandi
authors.forename: S
authors.initials: S
authors.lastname: Cicchi
authors.forename: M
authors.initials: M
authors.lastname: Mannini
authors.forename: G
authors.initials: G
authors.lastname: Pescitelli
authors.forename: P
authors.initials: P
authors.lastname: Procacci