Synthesis and Stability of Soluble Hexacenes

The synthesis of new silylethyne-substituted hexacene derivatives to investigate their solubility, stability, and π-stacking is reported. It was found that “butterfly” dimerization, rather than photooxidation, is the dominant decomposition pathway for these molecules and that stability can be enhanced by functionalization to prevent close contact between specific regions of the aromatic core. Dimerization regioselectivity can be altered by suitable engineering of the solid-state arrangement of the chromophores.

本研究报道了新型硅乙炔取代并六苯衍生物的合成工作，旨在探究此类衍生物的溶解度、稳定性以及π堆叠(π-stacking)行为。研究发现，此类分子的主要分解路径为"蝴蝶型"二聚化而非光氧化；通过官能化修饰阻断芳香核特定区域间的紧密接触，可有效提升其稳定性。通过对生色团固态排布进行合理调控，可以改变二聚化的区域选择性。