Bifunctional polycyclic azomethine ylides: a building block to Pi-extended aromatic molecules

• Main Author: Hanindita, Fiona
• Other Authors: Shingo Ito
• Format: Thesis-Doctor of Philosophy
• Language: English
• Published: Nanyang Technological University 2024
• Subjects: Chemistry
• Online Access: https://hdl.handle.net/10356/173433
• Institution: Nanyang Technological University

Polycyclic aromatic hydrocarbons (PAHs) have gained significant interest for their potential application in various fields. Nitrogen doping in carbon-based materials has been explored to enhance their capabilities. This thesis investigates the advantages of using bifunctional polycyclic azomethine ylides (PAMYs) to synthesize nitrogen-doped PAHs (NPAHs). Chapter 1 introduces the research background, highlighting the significance of NPAHs and the role of PAMYs as building blocks. Chapter 2 explores their application in polymer synthesis and molecular tweezers. Chapter 3 presents a novel diaza[80]fullerene fragment with extensive π-conjugation using bifunctional PAMYs, exhibiting selective association towards C120. Chapter 4 focuses on an S-shaped fused azacorannulene dimer with a C62N2 core, demonstrating a powerful approach to synthesize π-extended polycyclic aromatic molecules.