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Preparation and Physicochemical Properties of [6]Helicenes Fluorinated at Terminal Rings.

  1. 1.
    0496997 - UCHP-M 2019 CZ eng C - Konferenční příspěvek (zahraniční konf.)
    Církva, Vladimír - Jakubík, Pavel - Žádný, Jaroslav - Vacek, J. - Strašák, Tomáš - Hrbáč, J. - Císařová, I. - Storch, Jan
    Preparation and Physicochemical Properties of [6]Helicenes Fluorinated at Terminal Rings.
    Book of Abstracts. Louvain-la-Neuve: Université catholique de Louvain, 2018 - (Gaigneux, E.), s. 144, č. článku P 80. ISBN N.
    [Advances in Organic, Bioorganic and Pharmaceutical Chemistry LIBLICE 2018 /53./. Lázně Bělohrad (CZ), 02.11.2018-04.11.2018]
    Grant CEP: GA ČR(CZ) GA17-02578S
    Institucionální podpora: RVO:67985858
    Klíčová slova: helicene * fluorine * substitution
    Kód oboru RIV: CC - Organická chemie
    Obor OECD: Organic chemistry

    Two fluorinated helicenes, tetrafluoro[6]helicene and octafluoro[6]helicene were prepared photochemically and their physicochemical and optical properties were investigated. A separation of racemic tetrafluoro[6]helicene into individual enantiomers (P and M) was performed and the racemization barrier was determined. Crystal structures of major synthetic products including individual enantiomers of tetrafluoro[6]helicene were determined showing the replacement of π-π and CH-π interactions by CH-F interactions with increasing fluorine substitution. DFT calculation were performed to get an insight into the charge distribution and HOMO-LUMO gap.
    Trvalý link: http://hdl.handle.net/11104/0289609
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