Nanoscale Bicyclophanes

在描述的项目中，我们将详细阐述通过分子内山本偶联从四（溴苯）醌中衍生的纳米级双环烯的合成和超分子化学。从相应的pyryum盐和芳烯二乙酸中很容易得到醌苯。除了a)探索分子内山本偶联反应的合成潜力和将我们的合成策略扩展到更大的聚丙烯烯结构之外，我们还将重点研究b)环烷与石墨结合以形成具有体积相功能化能力的扩展二维层的能力；c)产生新的多孔液晶结构的可能性，这种结构具有在介相中组织包含客体分子的能力。主题c)包括研究d)环烷在其内腔中结合客体（例如富勒烯）的能力。所有主题都需要扩展目前的综合能力。因此，探索具有不寻常尺寸和应变能以及尚未探索的超分子功能的双环胶的合成途径的可能性和局限性是该计划的重要组成部分。

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.