Stirring competes with chemical induction in chiral selection of soft matter aggregates

Petit-Garrido, Núria; Claret, Josep; Ignés‐Mullol, Jordi; Sagués, Francesc

doi:10.1038/ncomms1987

Cited by 31 publications

(40 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It is surely significant that such an enantiospecific effect could only be found in the H 4 TPPS 3 J‐aggregates but not in any of the other J‐aggregates of the homologous family of these amphiphilic porphryins. However, such an up‐to‐down enantiospecific irreversible effect has been reported in Langmuir monolayered morphologies, where the action on the molecular structure is shown through the competition between the enantiospecific effect of the stirring direction and that of enantiomeric chiral dopants …”

Section: Hydrodynamic Effectsmentioning

confidence: 99%

Hydrodynamic Effects in Soft‐matter Self‐assembly: The Case of J‐Aggregates of Amphiphilic Porphyrins

Ribó

Arteaga

Canillas

et al. 2017

The Chemical Record

View full text Add to dashboard Cite

Chiral J-aggregates of achiral amphiphilic porphyrins (4-sulfonatophenyl and aryl meso-substituted porphyrins) show several effects under the hydrodynamic forces of common stirring. These effects can be classified as pure mechanic (e. g. elasticity, plasticity and breaking of the self-assembly non-covalent bonding) and chemically selective as detected in the formation/growth of the nanoparticles. Diastereoselective, enantioselective and, depending on the sign of chiral shear forces, even enantiospecific selections have been described. Some types of these effects have been reported in other type of J-aggregates. Reversible and irreversible structural effects have been studied by atomic force imaging. The determination of the optical polarization properties (linear and circular) of their solutions is best done using Mueller matrix polarimetry methods.

show abstract

Section: Hydrodynamic Effectsmentioning

confidence: 99%

Hydrodynamic Effects in Soft‐matter Self‐assembly: The Case of J‐Aggregates of Amphiphilic Porphyrins

Ribó

Arteaga

Canillas

et al. 2017

The Chemical Record

View full text Add to dashboard Cite

show abstract

“…4). The above expression captures the experimental results reported in Figure 3 [13]. The effect of the dopant is captured by  comp , which takes opposite values for the two enantiomers.…”

Section: Kinetic Modelmentioning

confidence: 65%

“…We also include a relaxation and a disaggregation constant, which we consider smaller than the dimer formation constants. By applying the quasi-steady state approximation to the dimer entities, we can express ee CW as [13] …”

Section: Kinetic Modelmentioning

confidence: 99%

See 1 more Smart Citation

Stirring competes with chemical induction in chiral selection of Langmuir monolayer domains

Petit-Garrido

Claret

Ignés‐Mullol

et al. 2013

MATEC Web of Conferences

Self Cite

View full text Add to dashboard Cite

Abstract. Chirality, the absence of mirror symmetry, can be equally invoked in relation to physical forces and chemical induction processes, yet a competition between these two types of influences is rarely reported. Here, we employ Langmuir monolayers of azobenzene surfactants as a prototypical self-assembled two-dimensional system in which chiral selection is controlled by the combined independent action of a chiral dopant and vortical stirring. The two effects can be arbitrarily coupled, either constructively or destructively, leading to a situation of perfect compensation. The induced enantiomorphic excess is measured in terms of the statistical imbalance of an ensemble of sub-millimeter monolayer domains, where achiral molecules self-assemble with a well-defined orientational chirality, which is unambiguously resolved using Brewster angle microscopy.

show abstract

“…[13] A chiral influence of a very different nature arises from the presence of amphiphilic chiral dopants in the monolayer. [14] We have observed that after spreading a cis-8Az3COOH solution with small amounts (ca. 6 %) of an enantiomer of a chemically related chiral azobenzene derivative, an excess of one of the two enantiomorphic bend domains is found.…”

Section: Introductionmentioning

confidence: 99%

Interfacial Chiral Selection by Bulk Species

Hua

Ignés‐Mullol

Claret

et al. 2014

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

A chiral selection process in a self-assembled soft monolayer of an achiral amphiphile as a consequence of its interaction with chiral species dissolved in the aqueous subphase, is reported. The extent of the chiral selection is statistically measured in terms of the enantiomorphic excess of self-assembled submillimeter domains endowed with well-defined orientational chirality that is unambiguously resolved using optical microscopy. Our results show that the emergence of chirality is mediated by electrostatic interactions and significantly enhanced by hydrophobic effects. This chiral chemical effect can be suppressed and even reversed by opposing a macroscopic physical influence, such as vortical stirring. This result gives evidence for the crucial role of hydrodynamic effects in supramolecular aggregation.

show abstract

Stirring competes with chemical induction in chiral selection of soft matter aggregates

Cited by 31 publications

References 46 publications

Hydrodynamic Effects in Soft‐matter Self‐assembly: The Case of J‐Aggregates of Amphiphilic Porphyrins

Hydrodynamic Effects in Soft‐matter Self‐assembly: The Case of J‐Aggregates of Amphiphilic Porphyrins

Stirring competes with chemical induction in chiral selection of Langmuir monolayer domains

Interfacial Chiral Selection by Bulk Species

Contact Info

Product

Resources

About