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二硫桥连的硼二吡咯亚甲基:S-杂芳环化模式的合成与影响

Dithio-Fused Boron Dipyrromethenes: Synthesis and Impact of S-Heteroaromatic Annulation Mode.

作者信息

Li Jie, Xue Ning, Gao Shulin, Yang Yanhua, Weng Zhehui, Ju Haidong, Wang Zhaohui, Li Xiangguang, Jiang Wei

机构信息

School of Physical Science and Technology, Kunming University, Kunming, Yunnan 650214, People's Republic of China.

Yunnan Key Laboratory of Metal-Organic Molecular Materials and Device, School of Chemistry and Chemical Engineering, Kunming University, Kunming, Yunnan 650214, People's Republic of China.

出版信息

Org Lett. 2024 Jul 5;26(26):5472-5477. doi: 10.1021/acs.orglett.4c01757. Epub 2024 Jun 24.

Abstract

Three dithio-fused boron dipyrromethenes (BODIPYs), , , and , in which symmetrically S-heteroaromatic ring units fused at [], zigzag, and [] bonds of the parent BODIPY core, respectively, were prepared from the facile and efficient post-functionalization of tetra-halogenated BODIPYs through Pd-catalyzed cyclization. Dithio-fusion at various positions of BODIPY effectively tunes their photophysical properties and single-crystal structural packing arrangements. The single-crystalline microribbons of exhibit commendable hole mobilities in air, reaching up to 0.03 cm V s.

摘要

三种二硫代稠合的硼二吡咯亚甲基(BODIPY),即 、 和 ,其中对称的 S-杂芳环单元分别在母体 BODIPY 核的 []、锯齿形和 [] 键处稠合,是通过钯催化环化由四卤代 BODIPY 的简便高效后功能化制备的。BODIPY 不同位置的二硫代稠合有效地调节了它们的光物理性质和单晶结构堆积排列。 的单晶微带在空气中表现出值得称赞的空穴迁移率,高达 0.03 cm² V⁻¹ s⁻¹ 。

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