Intramolecular Through-Space Interactions Induced Emission of Pillar[4]arene[1]dicyanobenzene,Chemistry of Materials

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Intramolecular Through-Space Interactions Induced Emission of Pillar[4]arene[1]dicyanobenzene
Chemistry of Materials ( IF 7.2 ) Pub Date : 2022-11-10 , DOI: 10.1021/acs.chemmater.2c03025
Chun-Li Song ₁ , Zheng Li ₁ , Jia-Rui Wu ₁ , Tong Lu ₂ , Ying-Wei Yang ₁

Affiliation

Macrocycles modified with donor (D)–acceptor (A) motifs are generally believed as advanced organic fluorophores with exceptional photophysical properties. However, it is still necessary to develop intrinsic D–A-type macrocycles without complicated modifications due to their significant implications in fabricating high-performance emissive materials. Herein, we report on the photoluminescence properties of pillar[4]arene[1]dicyanobenzene (P5-2CN), a pillar[5]arene derivative containing one p-phenylene dicyano unit. The rigid pillar conformation and nonconjugated architecture endow P5-2CN with unanticipated intramolecular through-space charge transfer (TSCT) and aggregation-induced emission properties, by which the ratio of locally excited state emission and TSCT emission can be easily affected by their residing environment. Intriguingly, P5-2CN solid powder displays a profound vaporchromic behavior for common nitrile vapors with different hydrocarbon chain lengths. Experimental and theoretical analyses reveal that intramolecular through-space conjugation is critical for such unusual photoluminescence.

中文翻译：

分子内空间相互作用诱导柱[4]芳烃[1]二氰基苯的发射

用供体 (D)-受体 (A) 基序修饰的大环化合物通常被认为是具有特殊光物理特性的高级有机荧光团。然而，由于它们在制造高性能发光材料中的重要意义，仍然有必要在不进行复杂修改的情况下开发本征 D-A 型大环化合物。在此，我们报告了柱 [4] 芳烃 [1] 二氰基苯 ( P5-2CN ) 的光致发光特性，这是一种含有一个对亚苯基二氰基单元的柱 [5] 芳烃衍生物。刚性柱构象和非共轭结构赋予P5-2CN具有意想不到的分子内穿透空间电荷转移 (TSCT) 和聚集诱导发射特性，因此局部激发态发射和 TSCT 发射的比率很容易受到其所在环境的影响。有趣的是，P5-2CN固体粉末对具有不同烃链长度的常见腈蒸气表现出深刻的蒸气变色行为。实验和理论分析表明，分子内穿透空间共轭对于这种不寻常的光致发光至关重要。

更新日期：2022-11-10

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