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Aggregation-responsive ON–OFF–ON fluorescence-switching behaviour of twisted tetrakis(benzo[b]furyl)ethene made by hafnium-mediated McMurry coupling†
Materials Chemistry Frontiers ( IF 7 ) Pub Date : 2017-11-27 00:00:00 , DOI: 10.1039/c7qm00453b
Hiroyoshi Hamada 1, 2, 3, 4 , Hayato Tsuji 1, 4, 5, 6, 7 , Eiichi Nakamura 1, 2, 3, 4
Affiliation  

Fluorescence-switching dyes serve as important tools for bioimaging and environment sensing. Herein, we report a new type of molecule, tetrakis(benzo[b]furyl)ethene (TBFE), that undergoes two-wavelength ON–OFF–ON three-stage fluorescence switching triggered by aggregation. This compound features a sterically hindered tetrasubstituted ethene, made available by a hafnium-mediated McMurry coupling reaction. A fluorescent band of TBFE at 360 nm in THF disappears upon dilution with water towards 40% water in THF, giving way to a new peak at 510 nm. This switching behaviour is attributed to the combination of THF/H2O ratio-dependent aggregation-caused quenching and aggregation-induced emission, as supported by the change of size distribution measured by dynamic light scattering and scanning electron microscopy.

中文翻译:

聚合响应ON-OFF-ON扭曲四(苯并[荧光切换行为b ]呋喃基)乙烯由铪介导的McMurry偶联制成

荧光转换染料是生物成像和环境传感的重要工具。在本文中,我们报道了一种新型分子,四(苯并[ b ]呋喃基)乙烯(TBFE),该分子经历了由聚集触发的两波长ON-OFF-ON三阶段荧光转换。该化合物的特征是通过hind介导的McMurry偶联反应可获得的位阻四取代乙烯。用水稀释至THF中40%的水稀释后,TBFE在THF中在360 nm处的荧光带消失,并在510 nm处出现新的峰。该转换行为归因于THF / H 2的组合O比率依赖的聚集引起的猝灭和聚集诱导的发射,由动态光散射和扫描电子显微镜测量的尺寸分布的变化所支持。
更新日期:2017-11-27
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