Phenanthrylene-ethynylidene macrocycles combining electron donor and electron acceptor subunits in their shape-persistent fully conjugated core were synthesized. The donor subunits consisted of two 9,10-dialkoxyphenanthrenes linked either with 1,2-ethynylidene or 2,5-thienylene bridge. The acceptors were 9,10-phenanthroquinone and dibenzoquinoxaline and dibenzophenazines derived from it. Solvatochromic photoluminescence from intramolecular-charge-transfer (ICT) excited state was observed mainly in non-polar solvents. In more polar solvents, the excited states favor non-radiative relaxation. DFT calculated HOMO/LUMO energies of the macrocycles correlate well with spectroscopic and electrochemical data. In the series of substituted dibenzophenazine acceptors a good correlation with Hammett substituent constants σ_p^– was found.

合成了在其形状持久性完全共轭的核中结合了电子供体和电子受体亚基的菲撑乙炔大环。供体亚基由两个9，10-二烷氧基菲与1，2-乙叉基或2，5-亚噻吩基桥连接。受体是9，10-菲咯醌和二苯并喹喔啉和由其衍生的二苯并吩嗪。主要在非极性溶剂中观察到由分子内电荷转移（ICT）激发态引起的溶剂变色光致发光。在极性更大的溶剂中，激发态有利于非辐射弛豫。DFT计算得出的大环的HOMO / LUMO能量与光谱和电化学数据密切相关。在一系列取代的二苯并吩嗪受体中，与哈米特取代基常数σ具有良好的相关性_p ^–被发现。