Department of Chemistry and Biochemistry, North Dakota State University, NDSU Department 2735, P.O. Box 6050, Fargo, North Dakota 58108-6050, USA.
Org Lett. 2010 Sep 17;12(18):4054-7. doi: 10.1021/ol101647f.
A new class of dithieno[3,2-b:2',3'-d]pyrroles (DTPs) incorporating N-acyl groups have been prepared from 3-bromothiophene via copper-catalyzed amidation. The utilization of various electron-withdrawing acyl groups has allowed stabilization of the HOMO and LUMO energy levels of these popular building blocks for conjugated materials. The synthesis and characterization of this new class of compounds is described, including electrochemical and photophysical data for all compounds and X-ray structural data for the octanoyl, benzoyl, and cyclohexanoyl functionalized compounds. Initial polymers generated via electropolymerization are also reported.
一类新型的 N-酰基取代二噻吩并[3,2-b:2',3'-d]吡咯（DTPs）通过铜催化的酰胺化反应，由 3-溴噻吩制备得到。各种吸电子酰基的应用使得这些常见的共轭材料构筑块的 HOMO 和 LUMO 能级得以稳定。描述了这类新化合物的合成和表征，包括所有化合物的电化学和光物理数据，以及八烷酰基、苯甲酰基和环己烷酰基功能化化合物的 X 射线结构数据。还报道了通过电化学聚合生成的初始聚合物。
