Počet záznamů: 1  

2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization.

  1. 1.
    0488982 - UCHP-M 2019 RIV US eng J - Článek v odborném periodiku
    Jakubec, Martin - Beránek, Tomáš - Jakubík, Pavel - Sýkora, Jan - Žádný, Jaroslav - Církva, Vladimír - Storch, Jan
    2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization.
    The Journal of organic chemistry. Roč. 83, č. 7 (2018), s. 3607-3616. ISSN 1520-6904
    Grant CEP: GA ČR GA15-12719S
    Institucionální podpora: RVO:67985858
    Klíčová slova: helicene * racemization barrier * enantiomers
    Kód oboru RIV: CC - Organická chemie
    Obor OECD: Organic chemistry

    The synthesis of 2-bromo[6]helicene was revised and improved up to 51% yield. Its reactivity was thoroughly investigated, and a library of 17 different carbon, boron, nitrogen, phosphorus, oxygen and sulfur substituted derivatives was prepared. The racemization barrier for 2-bromo[6]helicene was determined, and the usage of enantiomers in the synthesis of optically pure helicenes was rationalized. The three most energy-demanding reactions using enantiomerically pure 2-bromo[6]helicene were tested in order to confirm the predicted enantiomeric excess.
    Trvalý link: http://hdl.handle.net/11104/0283624