北京化工大学张磊团队报道了具有多达10个熔合环的合成/抗低聚噻吩乙酰胺。相关研究成果发表在2021年11月9日出版的《德国应用化学》。

研究人员报告了一种简便而有效的策略，利用钯催化的C–H活化和意料之外的1,2-硫迁移来制备低硫烯二亚酰亚胺库，其中包括反异构体和顺异构体。通过该策略，合成了一系列含有6、8和10个稠环的低聚噻吩乙酰胺。分子几何结构和π-共轭程度对电子性质、结晶度和载流子输运性质有显著影响。值得注意的是，syn-3c单晶超细纤维的电子迁移率高达4.2 cm² V^-1 s^-1，说明这些材料在有机电子器件中的巨大潜力。

该研究工作证明了该策略在开发低聚噻吩乙二酰亚胺文库方面的多功能性，特别是复杂和大的合成低聚噻吩乙二酰亚胺，这是目前方法难以制备的。

附：英文原文

Title: syn/anti-Oligothienoacene Diimides with up to 10 Fused Rings

Author: Lei Zhang, Zhaohui Wang, Jingjing Wen, Fei Qiu, Han Liu, Xinyue Liu, Hui Hu, Yuxiao Duan

Issue&Volume: 2021-11-09

Abstract: We report a facile and powerful strategy to prepare libraries of oligothienoacene diimides that include anti- and syn-isomers using palladium-catalyzed C–H activation and an unexpected 1,2-sulfur migration. Through this strategy, a series of oligothienoacene diimides containing 6, 8, and 10 fused rings were synthesized. The molecular geometry and extent of π-conjugation have dramatic effects on the electronic properties, degree of crystallinity, and charge-carrier transport properties. Notably, single-crystal microfibers of syn-3c show electron mobilities up to 4.2 cm2 V1 s1, illustrating the significant potential of these materials for organic electronic devices. Our work demonstrates the versatility of this strategy for the development of oligothienoacene diimide libraries, in particular complex and large syn-oligothienoacene diimides, which are difficult to prepare by present methods.

DOI: 10.1002/anie.202112482

Source: https://onlinelibrary.wiley.com/doi/10.1002/anie.202112482