Nanoscale Bicyclophanes

在所描述的项目中，我们将详细说明由四（溴苯基）quinquephenylenes通过分子内Yamamoto耦合的纳米双环芳的合成和超分子化学。quinquephenylenes是相当容易从相应的吡喃盐和亚芳基二乙酸。除了a）探索分子内Yamamoto偶联反应的合成潜力和将我们的合成策略扩展到更大的低聚亚芳基结构之外，我们还将关注我们的研究B）环番结合在石墨上以形成具有体积相官能化能力的扩展的2D层的能力;以及c）产生新的多孔液晶结构的可能性，该结构具有在介晶相中组织所包括的客体分子的能力。主题c）包括对d）环番在其内腔中结合客体（例如富勒烯）的能力的研究。所有主题都需要扩展现有的合成能力。因此，它是该计划的一个重要组成部分，以探索合成的可能性和限制，对双环芳具有不寻常的大小和应变能，但尚未探索的超分子功能。

Within the described project we will elaborate the synthesis and supramolecular chemistry of nanoscale bicyclophanes derived from tetra(bromophenyl) quinquephenylenes by intramolecular Yamamoto coupling. The quinquephenylenes are rather easily accessible from the corresponding pyrylium salts and arylene diacetic acids. Beside a) the exploration of the synthetic potential of the intramolecular Yamamoto coupling reaction and extension of our synthetic strategy to larger oligoarylene structures, we will also focus in our study on b) the ability of the cyclophanes to bind on graphite in order to form extended 2D layers with the ability of functionalization of the volume phase; and on c) the possibility to generate new porous liquid crystal structures with the ability to organize included guest molecules in the meso phase. Topic c) includes investigations on d) the ability of the cyclophanes to bind guests (e.g. fullerenes) in their inner cavity. All topics require an extension of the present synthetic capabilities. Therefore, it is an important part of the program to explore the possibilities and limits of the synthetic access towards bicyclophanes with unusual sizes and strain energy and yet unexplored supramolecular functionality.