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Volumn 17, Issue 13, 2011, Pages 3598-3608

Rational construction of perylene bisimide columnar superstructures with a biased helical sense

Author keywords

chiral amplification; hydrogen bonds; perylene bisimides; semiconductors; supramolecular chirality

Indexed keywords

CHIRALITY; CHROMOPHORES; DICHROISM; PHOTOLYSIS; POLYCYCLIC AROMATIC HYDROCARBONS; SEMICONDUCTOR MATERIALS; SUPRAMOLECULAR CHEMISTRY; TITRATION;

EID: 79952600827     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201003540     Document Type: Article
Times cited : (70)

References (161)
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    • 3 · CA revealed the formation of materials with typical rheological properties of organogels. See Figure S3 for further detail. For examples of rheological studies of dye-based organogel systems, see
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    • 3 · CA by using synchrotron radiation beam shows two explicit diffractions corresponding to d spacings of 28.5 and 3.4 Å were observed (Figure S6). The latter diffraction in the wide angle region is assignable to the π-π stacking distance. The former diffraction is accompanied by a weak peak corresponding to d spacing of 14.1 Å and attributes to the intercolumnar distance. Molecular modeling shows that the diameters of the hydrogen-bonded complexes with extended peripheral and linker hydrocarbon chains between PBI chromophores and the hydrogen-bonded core are around 46 Å. Therefore, the actual columns adopt more compact structures in the condensed state due to the conformational flexibility of the linker moieties.
    • 3 · CA by using synchrotron radiation beam shows two explicit diffractions corresponding to d spacings of 28.5 and 3.4 Å were observed (Figure S6). The latter diffraction in the wide angle region is assignable to the π-π stacking distance. The former diffraction is accompanied by a weak peak corresponding to d spacing of 14.1 Å and attributes to the intercolumnar distance. Molecular modeling shows that the diameters of the hydrogen-bonded complexes with extended peripheral and linker hydrocarbon chains between PBI chromophores and the hydrogen-bonded core are around 46 Å. Therefore, the actual columns adopt more compact structures in the condensed state due to the conformational flexibility of the linker moieties.
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    • No helical morphology could be observed for the present system. In general, helical morphologies of chiral columnar assemblies formed by discotic building blocks have rarely been visualized by AFM and TEM unless they form superhelical structures (see reference [7, 10a]). This might be due to these columnar assemblies are more space-filled compared to twisted or helical ribbons formed from rod-shaped building blocks that can be nicely visualized by these technique (see reference [25l,r]).
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    • The spatial arrangement of perylene chromophores would be structurally related to those of the helter "skelter-like" helical polymers
    • The spatial arrangement of perylene chromophores would be structurally related to those of the helter "skelter-like" helical polymers
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.