The formation of a chiral supramolecular structure acting as a template for chirality transfer

2020 ◽  
Vol 56 (59) ◽  
pp. 8289-8292 ◽  
Author(s):  
Misaki Kurata ◽  
Atsushi Yoshizawa
Keyword(s):  
Symmetry Breaking ◽  
Supramolecular Structure ◽  
Mirror Symmetry ◽  
Nonequilibrium State ◽  
Chirality Transfer ◽  
Supramolecular Chirality ◽  
Self Assembled

Spontaneous mirror symmetry breaking in self-assembled achiral trimers under a nonequilibrium state induces supramolecular chirality, which is amplified to produce a homochiral material acting as a template for chirality transfer.

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.

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.

2,6-Dibromogallates as a new building block for controlling π-stacking, network formation and mirror symmetry breaking

2021 ◽  
Author(s):  
Ohjin Kwon ◽  
Xiaoqian Cai ◽  
Azhar Saeed ◽  
Feng Liu ◽  
Silvio Poppe ◽  
...  
Keyword(s):  
Symmetry Breaking ◽  
Building Block ◽  
Mirror Symmetry ◽  
Network Formation ◽  
Network Structures ◽  
Π Stacking ◽  
Bicontinuous Cubic ◽  
Substituted 1 ◽  
End Group

Achiral multi-chain (polycatenar) compounds based on the 2,7-diphenyl substituted [1]benzothieno[3,2-b]benzothiophene (BTBT) unit and a 2,6-dibromo-3,4,5-trialkoxybenzoate end group lead to materials forming bicontinuous cubic liquid crystaline phases with helical network structures...

scholarly journals Chirality in porous self-assembled monolayer networks at liquid/solid interfaces: induction, reversion, recognition and transfer

2021 ◽  
Author(s):  
Yoshito Tobe ◽  
Kazukuni Tahara ◽  
Steven De Feyter
Keyword(s):  
Two Dimensions ◽  
Self Assembled Monolayer ◽  
Supramolecular Chirality ◽  
Potential Applications ◽  
Self Assembled ◽  
Chirality Control

Chirality in two-dimensions (2D) has attracted increasing attention with regard to interesting fundamental aspects as well as potential applications. This article reports several aspects of supramolecular chirality control as exemplified...

Mirror Symmetry Breaking by Chirality Synchronisation in Liquids and Liquid Crystals of Achiral Molecules

ChemPhysChem ◽  
2016 ◽  
Vol 17 (1) ◽  
pp. 3-3
Author(s):  
Carsten Tschierske ◽  
Goran Ungar
Keyword(s):  
Liquid Crystals ◽  
Symmetry Breaking ◽  
Mirror Symmetry

scholarly journals Chiroptical Sensing of Amino Acid Derivatives by Host–Guest Complexation with Cyclo[6]aramide

Molecules ◽  
2021 ◽  
Vol 26 (13) ◽  
pp. 4064
Author(s):  
Xuebin Wang ◽  
Jiecheng Ji ◽  
Zejiang Liu ◽  
Yimin Cai ◽  
Jialiang Tang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Density Functional ◽  
Cd Spectroscopy ◽  
Functional Theory ◽  
Chirality Transfer ◽  
Supramolecular Chirality ◽  
New Strategy ◽  
Spectroscopy Studies ◽  
Effective Component ◽  
Acid Esters

A hydrogen-bonded (H-bonded) amide macrocycle was found to serve as an effective component in the host–guest assembly for a supramolecular chirality transfer process. Circular dichroism (CD) spectroscopy studies showed that the near-planar macrocycle could produce a CD response when combined with three of the twelve L-α-amino acid esters (all cryptochiral molecules) tested as possible guests. The host–guest complexation between the macrocycle and cationic guests was explored using NMR, revealing the presence of a strong affinity involving the multi-point recognition of guests. This was further corroborated by density functional theory (DFT) calculations. The present work proposes a new strategy for amplifying the CD signals of cryptochiral molecules by means of H-bonded macrocycle-based host–guest association, and is expected to be useful in designing supramolecular chiroptical sensing materials.

Supramolecular chirality of self-assembled systems in solution

2004 ◽  
Vol 33 (6) ◽  
pp. 363 ◽  
Author(s):  
Miguel A. Mateos-Timoneda ◽  
Mercedes Crego-Calama ◽  
David N. Reinhoudt
Keyword(s):  
Supramolecular Chirality ◽  
Self Assembled
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