Disilanyl Double-Pillared Bisternaphthyl (SiDPBT): Synthesis and Interfused Packing Structures with Herringbone and π-Stack Motifs

A silacyclophane molecule with two disilanyl pillars and two oligoarylene units was synthesized. The molecule was packed in a single crystal with a new motif interfusing π-stack and herringbone packing structures. The hole transporting ability of the solid was revealed by using the flash-photolysis time-resolved microwave conductivity method. The molecular structure, albeit a singly-bonded arylene macrocycle, was rigidified by the unique packing array, which favorably contributed to the hole transporting ability of the solid via the small reorganization energy through the charge transport.