scholarly journals Supramolecular Chirality Transfer toward Chiral Aggregation: Asymmetric Hierarchical Self‐Assembly

2021 ◽  
pp. 2002132
Author(s):  
Shuai Huang ◽  
Haifeng Yu ◽  
Quan Li
Keyword(s):  
Self Assembly ◽  
Chirality Transfer ◽  
Supramolecular Chirality

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.

Hierarchical self-assembly of an azobenzene dyad with inverted amide connection into toroidal and tubular nanostructures

2020 ◽  
Vol 18 (21) ◽  
pp. 3996-3999
Author(s):  
Takuho Saito ◽  
Shiki Yagai
Keyword(s):  
Thermal Stability ◽  
Self Assembly ◽  
Supramolecular Chirality ◽  
Thermal Stability Of

Inversion of the amide connectivity of an azobenzene dyad, which self-assembles into chiral toroids and nanotubes, improves the thermal stability of the assemblies, however it negatively affects supramolecular chirality.

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.

Self assembly and chirality transfer in D-Alaninol on the Cu(100) surface

2012 ◽  
Vol 66 (5) ◽  
Author(s):  
P. Gori ◽  
G. Contini ◽  
F. Ronci ◽  
S. Colonna ◽  
N. Zema ◽  
...  
Keyword(s):  
Self Assembly ◽  
Chirality Transfer

Aggregation behavior of tetraphenylporphyrin in aqueous surfactant solutions: Chiral premicellar J-aggregate formation

2015 ◽  
Vol 19 (07) ◽  
pp. 845-851 ◽  
Author(s):  
Margaret A. Gradova ◽  
Vladimir V. Artemov ◽  
Anton V. Lobanov
Keyword(s):  
Anionic Surfactant ◽  
Self Assembly ◽  
Photophysical Properties ◽  
Direct Synthesis ◽  
Aggregate Formation ◽  
Experimental Conditions ◽  
Aggregation State ◽  
Supramolecular Chirality ◽  
Surfactant Solutions ◽  
Surfactant Interactions

Porphyrin-surfactant interactions in aqueous solutions are known to result in the selfassembly of various supramolecular structures, including pigment-surfactant complexes, J- and H-aggregates, and solubilized dye species. Detailed studies on the mechanisms of the intermolecular interactions governing the above self-assembly processes allow to predict the aggregation state and hence, the photophysical properties of the dye-surfactant assemblies in order to perform a direct synthesis of the desired porphyrin-based nanostructures at the appropriate experimental conditions. This paper describes a novel example of the surfactant-induced J-aggregate formation from the diprotonated hydrophobic tetraphenylporphyrin species in submicellar aqueous anionic surfactant solutions. The above assemblies are characterized by a rod-like morphology and possess supramolecular chirality according to the CD measurements.

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.

Self-Assembly of Folic Acid Derivatives: Induction of Supramolecular Chirality by Hierarchical Chiral Structures

2004 ◽  
Vol 10 (23) ◽  
pp. 5942-5951 ◽  
Author(s):  
Yuko Kamikawa ◽  
Masayuki Nishii ◽  
Takashi Kato
Keyword(s):  
Folic Acid ◽  
Self Assembly ◽  
Supramolecular Chirality ◽  
Chiral Structures

Hierarchical Self-Assembly in Liquid-Crystalline Block Copolymers Enabled by Chirality Transfer

2018 ◽  
Vol 57 (38) ◽  
pp. 12524-12528 ◽  
Author(s):  
Shuai Huang ◽  
Yuxuan Chen ◽  
Shudeng Ma ◽  
Haifeng Yu
Keyword(s):  
Block Copolymers ◽  
Self Assembly ◽  
Liquid Crystalline ◽  
Chirality Transfer

scholarly journals Supramolecular chirality and crystallization from biocatalytic self-assembly in lipidic cubic mesophases

Nanoscale ◽  
2019 ◽  
Vol 11 (13) ◽  
pp. 5891-5895
Author(s):  
Tao Zhou ◽  
Jijo J. Vallooran ◽  
Raffaele Mezzenga
Keyword(s):  
Self Assembly ◽  
Organic Crystals ◽  
Supramolecular Chirality ◽  
Kinetically Controlled

Kinetically controlled supramolecular chirality was achieved by biocatalytic self-assembly in Lipidic cubic mesophases (LCMs). During aging, thermodynamically stable organic crystals are formed.

Self-assembly of tris(phenylisoxazolyl)benzene and its asymmetric induction of supramolecular chirality

2008 ◽  
pp. 468-470 ◽  
Author(s):  
Takeharu Haino ◽  
Masahiro Tanaka ◽  
Yoshimasa Fukazawa
Keyword(s):  
Self Assembly ◽  
Asymmetric Induction ◽  
Supramolecular Chirality
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