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含吡啶基的5-芳氨基噻唑及其第一行过渡金属配合物:合成、光物理性质及锌传感

5--Arylaminothiazoles with pyridyl groups and their first-row transition metal complexes: synthesis, photophysical properties, and Zn sensing.

作者信息

Puji Pamungkas Khurnia Krisna, Maruyama Toshifumi, Murai Toshiaki

机构信息

Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University Yanagido Gifu 501-1193 Japan

出版信息

RSC Adv. 2022 May 16;12(23):14698-14706. doi: 10.1039/d2ra01694j. eCollection 2022 May 12.

Abstract

A series of 5--arylaminothiazoles were synthesized with facile diversity-oriented synthesis from readily available starting materials the reaction of thioamide dianions and thioformamides. The introduction of various substituents at the 2-position of a thiazole ring (, 2-pyridyl, 4-methylpyridyl, and phenyl groups) and on the nitrogen atom (, -tolyl and phenyl groups) significantly influenced the absorption and emission spectra of the isolated compounds. X-ray analysis confirmed that the substituents at the amino site were twisted from a thiazole ring, while the formation of its nickel complex showed dinuclear metal complexes bridged with chlorine atoms. Moreover, the formation of zinc-thiazole complexes showed enhanced emission properties in solution and noticeable emission in a solid state. In addition, thiazole-bridged dypyrromethene type ligands showed high selectivity toward Zn, which make them good candidates for zinc sensing.

摘要

通过硫代酰胺二阴离子与硫代甲酰胺反应,以易于获得的起始原料,采用简便的多样性导向合成方法合成了一系列5-芳基氨基噻唑。在噻唑环的2-位(2-吡啶基、4-甲基吡啶基和苯基)以及氮原子上(-甲苯基和苯基)引入各种取代基,对分离出的化合物的吸收光谱和发射光谱有显著影响。X射线分析证实,氨基位点的取代基与噻唑环扭曲,而其镍配合物的形成显示出由氯原子桥联的双核金属配合物。此外,锌-噻唑配合物的形成在溶液中显示出增强的发射特性,在固态下有明显发射。此外,噻唑桥联的二吡咯亚甲基型配体对锌具有高选择性,这使其成为锌传感的良好候选物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/57d9/9109715/21cb69fb304e/d2ra01694j-f1.jpg

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