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Chirality-Controlled Self-Assembly of Amphiphilic Dibenzo[6]helicenes into Langmuir-Blodgett Thin Films

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    SYSNO ASEP0507762
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleChirality-Controlled Self-Assembly of Amphiphilic Dibenzo[6]helicenes into Langmuir-Blodgett Thin Films
    Author(s) Holec, Jan (UOCHB-X) RID
    Rybáček, Jiří (UOCHB-X) RID, ORCID
    Vacek, Jaroslav (UOCHB-X) RID, ORCID
    Karras, Manfred (UOCHB-X)
    Bednárová, Lucie (UOCHB-X) RID, ORCID
    Buděšínský, Miloš (UOCHB-X) RID, ORCID
    Slušná, Michaela (UACH-T) RID, SAI
    Holý, Petr (UOCHB-X)
    Schmidt, B. (DE)
    Stará, Irena G. (UOCHB-X) RID, ORCID
    Starý, Ivo (UOCHB-X) RID, ORCID
    Source TitleChemistry - A European Journal. - : Wiley - ISSN 0947-6539
    Roč. 25, č. 49 (2019), s. 11494-11502
    Number of pages10 s.
    Languageeng - English
    CountryDE - Germany
    Keywordsarenes ; chirality ; helical structures ; Langmuir-Blodgett films ; self-assembly
    Subject RIVCC - Organic Chemistry
    OECD categoryOrganic chemistry
    Subject RIV - cooperationInstitute of Inorganic Chemistry - Inorganic Chemistry
    R&D ProjectsGA16-08294S GA ČR - Czech Science Foundation (CSF)
    LM2015073 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
    Method of publishingLimited access
    Institutional supportUOCHB-X - RVO:61388963 ; UACH-T - RVO:61388980
    UT WOS000474024100001
    EID SCOPUS85068357558
    DOI10.1002/chem.201901695
    AnnotationRacemic and highly enantioenriched 3-methoxycarbonyl, 3-carboxy, and 3-hydroxymethyl derivatives of dibenzo[6]helicene were prepared. The Langmuir layers of these helicenes were formed at the air-water interface and transferred onto solid substrates to afford Langmuir-Blodgett films, which were then studied by ambient atomic force microscopy and (chir)optical spectroscopy. Significant differences were found in the behaviour of the Langmuir layers as well as in the morphology, UV/Vis, electronic circular dichroism (ECD), and fluorescence spectra of the Langmuir-Blodgett thin films depending on the molecular chirality and nature of the polar group. The experimental results were supported by molecular dynamics simulations.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2020
    Electronic addresshttps://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201901695
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