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Highly-selective recognition of dicarboxylic acid using 9-(diphenylmethylene)fluorene-based diamidine
Tetrahedron ( IF 2.1 ) Pub Date : 2022-11-12 , DOI: 10.1016/j.tet.2022.133139
Takahiro Kusukawa , Shinya Tsujimoto , Mayuko Nakamura

A 9-(diphenylmethylene)fluorene-based diamidine 1 has been designed and synthesized for the detection of dicarboxylic acids as a “turn-on” fluorescence sensor. The obtained diamidine 1 itself does not show any fluorescence, but a blue fluorescence was observed after the addition of pimelic acid 3e (n = 5) with a high selectivity (does not show a remarkable fluorescence with the addition of other carboxylic acids) in a DMSO/MeCN/H2O mixed solvent, and also succeeded in the detection of an aqueous solution of pimelic acid 3e. Therefore, higher methylene chain length selectivity toward α,ω-dicarboxylic acids 3 was observed for the 9-(diphenylmethylene)fluorene-based diamidine 1 (detection of only 3e) compared to the tetraphenylethylene (TPE)-based diamidine 1’ (detection of 3c-3h).



中文翻译:

使用基于 9-(二苯基亚甲基) 芴的二脒对二羧酸的高选择性识别

设计并合成了一种基于 9-(二苯基亚甲基) 芴的二脒1,用于检测二羧酸作为“开启”荧光传感器。得到的二脒1本身不显示任何荧光,但在a中加入具有高选择性的庚二酸3e(n = 5)后观察到蓝色荧光(加入其他羧酸不显示显着荧光) DMSO/MeCN/H 2 O混合溶剂,也成功检测了庚二酸3e的水溶液。因此,对于 9-(二苯基亚甲基)芴基二脒,观察到对 α,ω-二羧酸3 的亚甲基链长度选择性更高1(仅检测到3e )与基于四苯乙烯 (TPE) 的二脒1'(检测到3c-3h)相比。

更新日期:2022-11-12
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