117110-85-7Relevant articles and documents
Carbazole-based colorimetric anion sensors
Chmielewski, Micha? J.,Korczak, Maria L.,Maslowska-Jarzyna, Krystyna,Wagner, Jakub A.
, (2021)
Owing to their strong carbazole chromophore and fluorophore, as well as to their powerful and convergent hydrogen bond donors, 1,8-diaminocarbazoles are amongst the most attractive and synthetically versatile building blocks for the construction of anion receptors, sensors, and transporters. Aiming to develop carbazole-based colorimetric anion sensors, herein we describe the synthesis of 1,8-diaminocarbazoles substituted with strongly electron-withdrawing substituents, i.e., 3,6-dicyano and 3,6-dinitro. Both of these precursors were subsequently converted into model diamide receptors. Anion binding studies revealed that the new receptors exhibited significantly enhanced anion affinities, but also significantly increased acidities. We also found that rear substitution of 1,8-diamidocarbazole with two nitro groups shifted its absorption spectrum into the visible region and converted the receptor into a colorimetric anion sensor. The new sensor displayed vivid color and fluorescence changes upon addition of basic anions in wet dimethyl sulfoxide, but it was poorly selective; because of its enhanced acidity, the dominant receptor-anion interaction for most anions was proton transfer and, accordingly, similar changes in color were observed for all basic anions. The highly acidic and strongly binding receptors developed in this study may be applicable in organocatalysis or in pH-switchable anion transport through lipophilic membranes.
Synthesis of new carbazole derivative extractants and study on extraction of perrhenate/pertechnetate
Chen, Shanyong,Fan, Yu,Huang, Chao,Jin, Yongdong,Liu, Li,Shu, Xi,Xia, Chuanqin,Xu, Yuwei,Zheng, Chengbin,Zhuang, Xinzhe
, (2022/01/08)
It is very necessary to remove radioactive TcO4? from nuclear waste because TcO4? is harmful to the environment and public health due to the extremely high mobility and long-term radioactivity. In this paper, four carbazole derivative extractants L1-L4 were synthesized, and their extraction behavior for ReO4? (as an analog of radioactive TcO4?) was preliminarily studied in the chloroform-HNO3 system. Compared with L1-L3, L4 showed excellent extractability toward ReO4?, and DRe is more than 100 at pH = 2 when the initial concentration of L4 is 50 mmol/L, with the high selectivity for ReO4? over other competition anions due to the pre-organized cavity of L4 matching the size of ReO4?. L4 also showed the high SFRe(VII)/U(VI)(5000). And more, ReO4? could be easily and efficiently stripped from the loaded organic phase by Na2CO3 solution with about 100% of the stripping yield. The mechanism was further studied by NMR, HRMS, and theoretical calculation, and the results found that the process of ReO4? extracted by L4 conformed to the anion-exchange extraction model, and the extraction compound is [H2L2+·ReO4?][NO3?]. Finally, the distribution ratio (4–33) of TcO4? by L4 is better than ReO4? (1–5). This research provides a new idea for the design of extractants for efficient separation of TcO4?.
