Počet záznamů: 1

Nitrogen heteroaromatic cations by [2+2+2] cycloaddition

  1. 1.
    0363295 - UOCHB-X 2012 RIV GB eng J - Článek v odborném periodiku
    Čížková, Martina - Kolivoška, Viliam - Císařová, I. - Šaman, David - Pospíšil, Lubomír - Teplý, Filip
    Nitrogen heteroaromatic cations by [2+2+2] cycloaddition.
    Organic & Biomolecular Chemistry. Roč. 9, č. 2 (2011), s. 450-462 ISSN 1477-0520
    Grant CEP: GA ČR GA203/09/1614; GA ČR GA203/09/0705; GA MŠk OC 140
    Výzkumný záměr: CEZ:AV0Z40550506; CEZ:AV0Z40400503
    Klíčová slova: modular synthesis * N-heteroaromatic cation * [2+2+2] cycloaddition
    Kód oboru RIV: CC - Organická chemie
    Impakt faktor: 3.696, rok: 2011

    A modular approach to the construction of monocationic quaternary N-heteroaromatic frameworks was developed capitalizing on a direct pyridine-type nitrogen quaternization followed by metal-catalyzed [2+2+2] cycloaddition with gaseous acetylene. The flexibility of the route is demonstrated on 12 diverse scaffolds based on pyridinium, quinolinium, thiazolium, benzothiazolium, imidazolium, and pyrimidinium. Electrochemical study revealed a quinolinium redox system with two electrochemically distinct forms that are interconverted by a homogeneous chemical reaction triggered by fast electron transfers (reduction at -0.7 V and oxidation at -0.05 V).
    Trvalý link: http://hdl.handle.net/11104/0199276