Supramolecular Chiral Functional Materials

Amabilino, David B.; Veciana, Jaume

doi:10.1007/128_034

Cited by 92 publications

(41 citation statements)

References 240 publications

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“…In particular, assembly processes leading to the formation of helical superstructures can be investigated. 8 In those cases where gels are formed by chiral monomers through self-assembly processes, it seems natural to use CD to monitor the progress of the process and, hopefully, to obtain information on the assembled structures supporting those obtained with other techniques.…”

Section: Introductionmentioning

confidence: 99%

The use of circular dichroism spectroscopy for studying the chiral molecular self‐assembly: An overview

et al. 2007

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Self-assembly plays an important role in the formation of many chiral biological structures and in the preparation of chiral functional materials. Therefore the control of chirality in synthetic or biological self-assembled systems is important either for the comprehension of recognition phenomena or to obtain materials with predictable and controllable properties. Circular dichroism was developed to study molecular chirality, however, because of its outstanding sensitivity to chiral perturbations of the system under investigation; it has been extended more recently to supramolecular chemistry. In particular, self-assembly processes leading to the formation of chiral supramolecular architectures (and eventually to gels or liquid crystal phases) can be monitored by CD. Furthermore, CD spectroscopy often allows one to obtain structural information on the assembled structures. This review deals with representative contributions to the study of supramolecular chirality by means of circular dichroism.

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Section: Introductionmentioning

confidence: 99%

The use of circular dichroism spectroscopy for studying the chiral molecular self‐assembly: An overview

et al. 2007

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“…Chin Sci Bull, 2012, 57: 42464256, doi: 10.1007/s11434-012-5470-y Self-assembly of chiral molecules is a widely observed feature for natural biomacromolecules that directs the formation of highly ordered structures, e.g., the spontaneous self-assembly of DNA into a double helix and assembly of proteins and polysaccharides into α-helices. Inspired by the unique features of fascinating biological superstructures, chemists have been able to design a variety aesthetically appealing helical supramolecular assemblies by elegantly utilizing cooperative noncovalent and covalent forces, such as  stacking, hydrogen bonding, solvophobic effects, van der Waals, metal-ligand and chirality [1][2][3][4][5][6][7][8][9]. In this context, the control of the supramolecular organization of -conjugated systems into helices of nanoscopic dimensions is of fundamental importance [10][11][12][13][14][15][16][17], as the resulting structures could find application in the emerging area of (supramolecular) electronics and photonics because of their unique electronic and optical properties [18,19].…”

Section: Citationmentioning

confidence: 99%

Self-assembly of chiral amphiphiles with π-conjugated tectons

Huang

Wei

2012

Chin. Sci. Bull.

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Self-assembly of chiral amphiphiles with -conjugated tectons into one-dimensional helical nanostructures offers great potential applications in the biological, physical, and material sciences. In this review, the recent development of supramolecular self-assembly of chiral amphiphiles with -conjugated tectons has been discussed on the basis of experimental exploration by elegantly utilizing cooperative noncovalent forces such as  stacking, hydrophobic interaction, hydrogen bond and electrostatic interaction, and the potential applications of these self-assembled helical nanostructures in chiral recognition, asymmetric catalysis, electrical conduction, switchable interfaces and soft template for the fabrication of one-dimensional hard materials are described by a representative example. Meanwhile, some scientific and technical challenges in the development of supramolecular self-assembly of chiral amphiphiles with -conjugated tectons are also presented. It is hoped that this review can summarize the strategies for self-assembling soft nanomaterials by using chiral amphiphiles with -conjugated tectons, and also as a guideline for design functional nanomaterials for various potential applications. chirality, amphiphiles, self-assembly, helical nanostructures, -conjugated molecules Citation:Huang Y W, Wei Z X. Self-assembly of chiral amphiphiles with -conjugated tectons. Chin Sci Bull, 2012, 57: 42464256, doi: 10.1007/s11434-012-5470-y Self-assembly of chiral molecules is a widely observed feature for natural biomacromolecules that directs the formation of highly ordered structures, e.g., the spontaneous self-assembly of DNA into a double helix and assembly of proteins and polysaccharides into α-helices. Inspired by the unique features of fascinating biological superstructures, chemists have been able to design a variety aesthetically appealing helical supramolecular assemblies by elegantly utilizing cooperative noncovalent and covalent forces, such as  stacking, hydrogen bonding, solvophobic effects, van der Waals, metal-ligand and chirality [1][2][3][4][5][6][7][8][9]. In this context, the control of the supramolecular organization of -conjugated systems into helices of nanoscopic dimensions is of fundamental importance [10][11][12][13][14][15][16][17], as the resulting structures could find application in the emerging area of (supramolecular) electronics and photonics because of their unique electronic and optical properties [18,19].Among a variety of self-assembling building blocks, amphiphilic molecules with chiral substitutions, such as nucleic acids, proteins, polysaccharides, and phospholipids [20][21][22][23][24][25][26], and containing both hydrophilic and hydrophobic parts, forms one category of the most powerful building blocks. When amphiphiles are dispersed in solvent, the hydrophilic component of the amphiphile preferentially interacts with the aqueous or polar phase while the hydrophobic portion tends to reside in the air or in the nonpolar solvent. Therefore, depending on the external ...

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“…Chirality is another powerful element to yield extended hierarchical organizations and functions. [5] All of these characteristics are put into play in columnar liquid crystals, in which molecular or supramolecular entities are stacked and the molecular chirality can be transferred and amplified through the formation of helical superstructures. [6] Moreover, desirable optical and electronic properties can be attained with columnar organizations consisting of functional molecular entities.…”

Section: Introductionmentioning

confidence: 99%

Self‐Assembly in Helical Columnar Mesophases and Luminescence of Chiral 1H‐Pyrazoles

Beltrán

Cavero

Barberá

et al. 2009

Chemistry A European J

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Chiral polycatenar 1H-pyrazoles self-assemble to form columnar mesophases that are stable at room temperature. X-ray diffraction and CD studies in the mesophase indicate a supramolecular helical organization consisting of stacked H-bonded dimers. The liquid-crystalline compounds reported are 3,5-bis(dialkoxyphenyl)-1H-pyrazoles that incorporate two or four dihydrocitronellyl chiral tails. It can be observed that the grafting of these branched chiral substituents onto the 3,5-diphenyl-1H-pyrazole core has a beneficial role in inducing mesomorphism, because isomeric linear-chain compounds are not liquid crystalline; this is not the usual scheme of behavior. Furthermore, the molecular chirality is transferred to the columnar mesophase, because preferential helical arrangements are observed. Films of the compounds are luminescent at room temperature and constitute an example of the self-organization of nondiscoid units into columnar liquid-crystalline assemblies in which the functional molecular unit transfers its properties to a hierarchically built superstructure.

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Supramolecular Chiral Functional Materials

Cited by 92 publications

References 240 publications

The use of circular dichroism spectroscopy for studying the chiral molecular self‐assembly: An overview

The use of circular dichroism spectroscopy for studying the chiral molecular self‐assembly: An overview

Self-assembly of chiral amphiphiles with π-conjugated tectons

Self‐Assembly in Helical Columnar Mesophases and Luminescence of Chiral 1H‐Pyrazoles

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