scholarly journals Symmetry Breaking in Self-Assembled Nanoassemblies

Symmetry ◽  
2019 ◽  
Vol 11 (8) ◽  
pp. 950 ◽  
Author(s):  
Yutao Sang ◽  
Minghua Liu
Keyword(s):  
Symmetry Breaking ◽  
Self Assembly ◽  
Mirror Symmetry ◽  
Covalent Bond ◽  
The Self ◽  
Control Methods ◽  
Supramolecular Chirality ◽  
Dispersed System ◽  
Chiral Materials ◽  
And Control

The origin of biological homochirality, e.g., life selects the L-amino acids and D-sugar as molecular component, still remains a big mystery. It is suggested that mirror symmetry breaking plays an important role. Recent researches show that symmetry breaking can also occur at a supramolecular level, where the non-covalent bond was crucial. In these systems, equal or unequal amount of the enantiomeric nanoassemblies could be formed from achiral molecules. In this paper, we presented a brief overview regarding the symmetry breaking from dispersed system to gels, solids, and at interfaces. Then we discuss the rational manipulation of supramolecular chirality on how to induce and control the homochirality in the self-assembly system. Those physical control methods, such as Viedma ripening, hydrodynamic macro- and micro-vortex, superchiral light, and the combination of these technologies, are specifically discussed. It is hoped that the symmetry breaking at a supramolecular level could provide useful insights into the understanding of natural homochirality and further designing as well as controlling of functional chiral materials.

Spontaneous mirror-symmetry breaking coupled to top-bottom chirality transfer: from porphyrin self-assembly to scalemic Diels–Alder adducts

2019 ◽  
Vol 55 (81) ◽  
pp. 12219-12222 ◽  
Author(s):  
Aitor Arlegui ◽  
Bernat Soler ◽  
Alex Galindo ◽  
Oriol Arteaga ◽  
Adolf Canillas ◽  
...  
Keyword(s):  
Symmetry Breaking ◽  
Self Assembly ◽  
Mirror Symmetry ◽  
Diels Alder ◽  
Solution Chemistry ◽  
Chirality Transfer ◽  
Supramolecular Chirality ◽  
Asymmetric Solution

This report shows how the net supramolecular chirality that emerged by spontaneous mirror-symmetry breaking (SMSB) at the mesoscale level can be transferred towards asymmetric solution chemistry.

Mesochiral phases from the self-assembly of chiral block copolymers

2020 ◽  
Vol 11 (9) ◽  
pp. 1542-1554
Author(s):  
Kai-Chieh Yang ◽  
Po-Ting Chiu ◽  
Rong-Ming Ho
Keyword(s):  
Block Copolymers ◽  
Self Assembly ◽  
The Self ◽  
Chiral Materials

Self-assembly of block copolymers with chiral sense gives mesochiral phases possessing helical sense. With the controlled chirality of the helical cylinder and chiral network, it is appealing to fabricate chiral materials for applications.

scholarly journals Tunable Supramolecular Chirogenesis in the Self-Assembling of Amphiphilic Porphyrin Triggered by Chiral Amines

2020 ◽  
Vol 21 (22) ◽  
pp. 8557
Author(s):  
Marco Savioli ◽  
Manuela Stefanelli ◽  
Gabriele Magna ◽  
Francesca Zurlo ◽  
Maria Federica Caso ◽  
...  
Keyword(s):  
Self Assembly ◽  
Hydrophobic Effect ◽  
The Self ◽  
Chiral Amines ◽  
Solvent Mixtures ◽  
Fractal Structures ◽  
Chiral Amine ◽  
Supramolecular Chirality ◽  
Self Assembling ◽  
Aqueous Solvent

Supramolecular chirality is one of the most important issues in different branches of science and technology, as stereoselective molecular recognition, catalysis, and sensors. In this paper, we report on the self-assembly of amphiphilic porphyrin derivatives possessing a chiral information on the periphery of the macrocycle (i.e., D- or L-proline moieties), in the presence of chiral amines as co-solute, such as chiral benzylamine derivatives. The aggregation process, steered by hydrophobic effect, has been studied in aqueous solvent mixtures by combined spectroscopic and topographic techniques. The results obtained pointed out a dramatic effect of these ligands on the morphology and on the supramolecular chirality of the final self-assembled structures. Scanning electron microscopy topography, as well as fluorescence microscopy studies revealed the formation of rod-like structures of micrometric size, different from the fractal structures formerly observed when the self-assembly process is carried out in the absence of chiral amine co-solutes. On the other hand, comparative experiments with an achiral porphyrin analogue strongly suggested that the presence of the prolinate moiety is mandatory for the achievement of the observed highly organized suprastructures. The results obtained would be of importance for unraveling the intimate mechanisms operating in the selection of the homochirality, and for the preparation of sensitive materials for the detection of chiral analytes, with tunable stereoselectivity and morphology.

Symmetry Breaking in the Self-Assembly of Partially Fluorinated Benzene-1,3,5-tricarboxamides

2012 ◽  
Vol 51 (45) ◽  
pp. 11297-11301 ◽  
Author(s):  
Patrick J. M. Stals ◽  
Peter A. Korevaar ◽  
Martijn A. J. Gillissen ◽  
Tom F. A. de Greef ◽  
Carel F. C. Fitié ◽  
...  
Keyword(s):  
Symmetry Breaking ◽  
Self Assembly ◽  
The Self

Absolute Asymmetric Catalysis, from Concept to Experiment: A Narrative

Synlett ◽  
2021 ◽  
Author(s):  
Joaquim Crusats ◽  
Albert Moyano
Keyword(s):  
Asymmetric Catalysis ◽  
Self Assembly ◽  
Mirror Symmetry ◽  
Dissipative Structures ◽  
The Self ◽  
Supramolecular System ◽  
Alternative Mechanism ◽  
Experimental Realization ◽  
Molecular Systems ◽  
Catalytically Active

In order to explain the origin of the single-handedness of the molecules of life (biological homochirality), the appearence of an initial enantiomeric imbalance by spontaneous mirror-symmetry breaking (SMSB) in prebiotic reactions is usually assumed, but examples of its experimental realization are very scarce. SMSB in the self-assembly of achiral molecules is much more common, and the chirality sign of the resulting supramolecular system can be controlled by the action of macroscopic chiral forces. We have proposed a new mechanism for the generation of net chirality in molecular systems, in which the SMSB takes place in the formation of chiral supramolecular dissipative structures from achiral monomers, leading to asymmetric imbalances in their composition that are subsequently transferred to a standard enantioselective catalytic reaction, dodging in this way the highly limiting requirement of finding suitable reactions in solution that show enantioselective autocatalysis. We propose the name “absolute asymmetric catalysis” for this approach, in which an achiral monomer is converted to a nonracemic chiral aggregate that is generated with SMSB and that is catalytically active. We present in this Account a step-by-step narrative of the development of this prebiotically plausible, alternative mechanism for the emergence of net chirality in molecular reactions.

Chiral symmetry breaking during the self-assembly of monolayers from achiral purine molecules

1996 ◽  
Vol 43 (5) ◽  
pp. 419-424 ◽  
Author(s):  
Stephen J. Sowerby ◽  
Wolfgang M. Heckl ◽  
George B. Petersen
Keyword(s):  
Symmetry Breaking ◽  
Chiral Symmetry ◽  
Self Assembly ◽  
Chiral Symmetry Breaking ◽  
The Self
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