π-Stacked Supramolecular Complexes of Nanographene Multiimides

The aim of this thesis is to develop and investigate π–π stacking supramolecular assemblies of nanographene multiimides (NMI) and examine their functional applications.This thesis is divided into nine chapters. After the brief introduction and establishing the aim in chapter 1, Chapter 2 provides an overview on NMIs including its topological classification, molecular properties and recent developments in the supramolecular chemistry of NMIs. Chapter 3 deals with the supramolecular π–π stacking assembly of a nanographene tetraimide, 1, with phthalocyanines. We observed that 1 solubilize phthalocyanines in organic solvents, which are otherwise insoluble, due to its ultra high binding affinity. Chapter 4 deals with the π-stacking supramolecular complex of 1 with Pt(II)porphyrin. We observed that the close interaction of d-orbitals of Pt to the π-surface of 1 leads to the to the switching on of phosphorescence of 1 at the near infrared region at room temperature in the solid state. In Chapter 5, we utilized the flexibility of π-scaffold and the bulky side chains of 1 to allosterically regulate the noncovalent binding to create ternary complexes in solution and crystalline solid states. Chapter 6 deals with the synthesis, dimerization and halide binding of NMI 2. 2 exhibits a benzene hole at its center being surrounded by a large π-surface. By means of detailed thermodynamic and kinetic studies of dimerization and halide binding combined with X-ray crystal structure data and theoretical calculations, we found that halides such as fluoride, chloride and bromide can pass through the benzene hole, while iodide cannot. Chapter 7 and Chapter 8 summarize and conclude the thesis in English and German, respectively. Chapter 9 provides additional supporting data for Chapter 3–6 as subchapters.