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Synthesis and Properties of Functionalized Cationic and Dicationic [4]Helicenes

ContributorsOndrisek, Pavol
Imprimatur date2022-03-17
Defense date2022-02-10
Abstract

In 2016, as a basis of this PhD dissertation, our group published a study reporting the late-stage regioselective functionalization of dimethoxyquinacridinium (DMQA). In that report, many functional groups were introduced on the DMQA scaffold and the resulting (chir)optical properties of newly prepared compounds were studied. Yet, access to some desired derivatives remained elusive. Via two herein, synthetic strategies (Seyferth-Gilbert homologation and Sandmeyer reaction) applied on derivatives of cationic diaza [4]helicenes, two new key DMQA derivatives; iodo and ethynyl were prepared . With these molecules in hand, new routes to further post-functionalization were now reachable. This PhD. has mainly focused on their use as common precursors in synthesis of various series of [4]helicene compounds (partially also on functionalized triangulenes) and on follow-up investigations of their structural, electronic and (chir)optical properties.

eng
Keywords
  • Helicenes
  • Triangulenes
  • Atropisomerism
  • Diels-Alder Reaction
  • Pyridiniums
Research group
Citation (ISO format)
ONDRISEK, Pavol. Synthesis and Properties of Functionalized Cationic and Dicationic [4]Helicenes. 2022. doi: 10.13097/archive-ouverte/unige:163435
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Creation05/16/2022 3:31:00 PM
First validation05/16/2022 3:31:00 PM
Update time03/16/2023 7:35:29 AM
Status update03/16/2023 7:35:27 AM
Last indexation02/18/2024 2:17:00 AM
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