Synthesis and study of molecules based on triangular graphene fragments

The present PhD dissertation summarizes my research findings in the research group of Prof. Dr. Michal Juríček from the period of February 2014 to January 2018.
The main goal of our group is development and synthesis of new functional organic materials based on hydrocarbon molecules that contain one or more unpaired electrons for application in spin electronics.
The present work aims at different strategies of synthesis of persistent Kekulé and non-Kekulé hydrocarbons and their application in molecular electronics.
Apart from a general introduction section (Chapter I), this dissertation is divided into four chapters. Each chapter represents research performed in the context of several projects, which were published or will be submitted to peer-reviewed journals. These chapters contain a brief introduction into the topic, followed by the corresponding experimental findings. The electronic supplementary information for Chapter IV can be found in the Appendices chapter.
The second chapter describes our efforts in the synthesis of triangulene precursors and subsequent generation and stabilization of the “naked” triangulene in a supramolecular complex with a cyclophane host.
The third chapter illustrates our efforts in the stabilization of the triangulene core by introducing bulky substituents. Our findings in this chapter encouraged as to explore the addition pattern on other extended π-aromatic systems.
In the fourth chapter, we designed and synthetised novel donor−acceptor molecules with a triangular shape and we studied their optoelectronic properties.
The fifth chapter describes our efforts in the design and synthesis of novel chiroptical and magnetic swich, featuring a [7]helicene backbone, operated solely by light.