Freudenberg Jan, Bunz Uwe H F
Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
J Am Chem Soc. 2024 Jun 26;146(25):16937-16949. doi: 10.1021/jacs.4c03484. Epub 2024 Jun 11.
The higher acenes and azaacenes (>(aza)heptacenes) are fascinating, yet elusive materials. Their reactivity and sensitivity increases concomitantly with their size. In recent years, confinement techniques, that is isolation of acenes in matrices and on surfaces, has surpassed solution-based chemistry with respect to accessing the larger (hetero)acenes at the price of the accessibility of no more than a couple thousands of molecules. Isolating acenes in bulk quantities and in processable form is vital for applications in organic electronics as well as from a viewpoint from basic research. In this Perspective, we will discuss after a short historical outline their degradation pathways, and then will selectively highlight recent efforts in stabilizing soluble (aza)acenes.
高阶并苯和氮杂并苯(>(氮杂)庚并苯)是引人入胜但难以捉摸的材料。它们的反应性和敏感性随着尺寸的增加而同步提高。近年来,限制技术,即在基质和表面上分离并苯,相对于基于溶液的化学方法,在获取更大的(杂)并苯方面已经取得了进展,代价是可获得的分子数量不超过几千个。以可加工的形式大量分离并苯对于有机电子学应用以及从基础研究的角度来看都至关重要。在这篇综述中,我们将在简短的历史概述之后讨论它们的降解途径,然后有选择地重点介绍近期在稳定可溶性(氮杂)并苯方面所做的努力。