Department of Chemistry, Johns Hopkins University, Baltimore, Maryland 21218, USA.
Org Lett. 2011 Jun 17;13(12):3106-9. doi: 10.1021/ol2010159. Epub 2011 May 23.
The synthesis and characterization of functionalized bora-acenes (B-entacenes) where Stille and Sonogashira cross-couplings were used to attach a series of electron-donating and -withdrawing substituents is reported. Photophysical, electrochemical, and computational analyses revealed that the LUMO level can be tuned by changing the para-conjugated substituent. Furthermore, the dimethylamino-functionalized molecule exhibited intense solvatochromism due to the intramolecular charge-transfer interaction.
报道了通过 Stille 和 Sonogashira 交叉偶联反应将一系列供电子和吸电子取代基连接到功能化的硼烯（B-薁）上来合成和表征的方法。光物理、电化学和计算分析表明，通过改变对位共轭取代基可以调节 LUMO 能级。此外，由于分子内电荷转移相互作用，二甲基氨基功能化分子表现出强烈的溶剂化变色。
