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首页> 外文期刊>RSC Advances >Synthesis and photophysical properties of phenanthroimidazole–triarylborane dyads: intriguing ‘turn-on’ sensing mediated by fluoride anions
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Synthesis and photophysical properties of phenanthroimidazole–triarylborane dyads: intriguing ‘turn-on’ sensing mediated by fluoride anions

机译：菲并咪唑-三芳基硼烷二联体的合成及其光物理性质：有趣的是由氟阴离子介导的“开启”感测

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Phenanthroimidazole-based triarylborane compounds with an N-phenyl (1Ph, 2Ph) or N-biphenyl (1BP, 2BP) bridge were synthesized and characterized. All four compounds exhibit a dual emission pattern in their photoluminescence (PL) spectra, which can be separated into high- (λem = ca. 380 nm in THF) and low-energy (λem = ca. 480 nm) emissions. While the high-energy emission remains largely unchanged in different organic solvents, the low-energy emission exhibits clear signs of positive solvatochromism. The results of the photophysical analysis and theoretical calculations suggest that the high-energy emission corresponds to a π–π* transition band arising from the phenanthroimidazole, whereas the low-energy emission originates from an intramolecular charge transfer (ICT) transition between phenanthroimidazole and the triarylborane moiety. UV-vis titration experiments examining the association of 1Ph, 2Ph, 1BP, and 2BP with fluoride demonstrate that these compounds associate with a 1?:?1 binding stoichiometry in THF and binding constants (Ka) that are estimated to be around 1.0–3.0 × 104 M?1. These compounds show a ratiometrically increased fluorescence response in PL titration experiments upon binding of fluoride to the borane moiety, thereby giving rise to a ‘turn-on’ chemosensor for detection of fluoride anions. The ‘turn-on’ properties can be judged as a result of the reinforcement of π–π* transition on phenanthroimidazole and the restriction of ICT transition to triarylborane.
机译：合成并表征了具有 N -苯基（1Ph，2Ph）或 N 联苯（1BP，2BP）桥的苯并咪唑基三芳基硼烷化合物。这四种化合物在其光致发光（PL）光谱中均显示出双重发射模式，可以将其分为高（λ em = 380 nm在THF中）和低能（λ em = ca。 480 nm）发射。尽管在不同的有机溶剂中高能发射基本上保持不变，但低能发射表现出明显的正溶剂溶变色迹象。光物理分析和理论计算的结果表明，高能发射对应于由菲咪唑产生的π–π *跃迁带，而低能发射起源于菲并咪唑与苯并咪唑之间的分子内电荷转移（ICT）跃迁。三芳基硼烷部分。紫外可见滴定实验检查了1Ph，2Ph，1BP和2BP与氟化物的缔合关系，表明这些化合物与THF中的1？：？1结合化学计量关系和结合常数（ K a ），估计约为1.0–3.0×10 4 M ？1 。这些化合物在氟化物与硼烷部分结合后的PL滴定实验中显示出按比例增加的荧光响应，从而产生了一种用于检测氟化物阴离子的“开启”化学传感器。可以判断“开通”性质是由于菲咪唑上π-π*跃迁的增强以及ICT向三芳基硼烷跃迁的限制。

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