134242-30-1Relevant articles and documents
Aggregation-induced emission properties of pyridyl-containing tetra-arylethenes
Zhang, Shuwei,Li, Dong,Wang, Xinyao,Fan, Jie,Wang, Ting,Yu, Shangkui,Liao, Wenyi,Jia, Xiaodong,Yuan, Yu
, p. 958 - 963 (2021/02/26)
Tetra-arylethene is one of the most important aggregation-induced emission (AIE) fluorophores. The electronic effect usually plays a vital role in their optical properties. However, the relationship between AIE property and electronic effect in the same fluorophore is rarely studied. Here, we designed and synthesized a series of pyridyl-containing tetra-arylethenes, whose electronic densities could be easily adjusted by the N-oxide or N-methylation of their pyridyl moieties. The optical data of these compounds at aggregation in different solvent systems or solid state exhibited obviously different AIE properties compared with the classic AIE-active tetraphenylethene (TPE).
Divergent and Stereoselective Synthesis of Tetraarylethylenes from Vinylboronates
Stang, Peter J.,Yao, Yisen,Zhang, Minghao,Zhao, Wanxiang
, p. 20090 - 20098 (2020/09/02)
The synthesis of a new tetraborylethylene (TBE) is reported, and its application in the preparation of [4+0]-tetraarylethenes (TAEs) is elucidated. TAEs have widespread applications in material science and supramolecular chemistry due to their aggregation-induced emission (AIE) properties. The divergent and stereoselective synthesis of [3+1]-, [2+2]-, and [2+1+1]-TAEs via multiple couplings of vinylboronates with aryl bromides is demonstrated. These couplings feature a broad substrate scope and excellent functional group compatibility due to mild reaction conditions. Facile access to various tetraarylethenes is provided. This strategy represents an important complement to the conventional methods employed for the synthesis of TAEs, and would be a valuable tool for synthesizing TAE-based molecules useful in functional materials, biological imaging and chemical sensing.
Benzylic Fluorination of Aza-Heterocycles Induced by Single-Electron Transfer to Selectfluor
Danahy, Kelley E.,Cooper, Julian C.,Van Humbeck, Jeffrey F.
supporting information, p. 5134 - 5138 (2018/03/26)
A selective and mild method for the benzylic fluorination of aromatic azaheterocycles with Selectfluor is described. These reactions take place by a previously unreported mechanism, in which electron transfer from the heterocyclic substrate to the electrophilic fluorinating agent Selectfluor eventually yields a benzylic radical, thus leading to the desired C?F bond formation. This mechanism enables high intra- and intermolecular selectivity for aza-heterocycles over other benzylic components with similar C?H bond-dissociation energies.