27344-26-9Relevant articles and documents
Metal-Diamidobenzoquinone Frameworks via Post-Synthetic Linker Exchange
Liu, Lujia,Li, Liang,Ziebel, Michael E.,Harris, T. David
, p. 4705 - 4713 (2020)
Metal-organic frameworks with amidic linkers often exhibit exceptional physical properties, but, owing to their strong metal-nitrogen bonds, are exceedingly challenging to isolate through direct synthesis. Here, we report a route to access metal-diamidobenzoquinone frameworks from their dihydroxobenzoquinone counterparts via postsynthetic linker exchange. The parent compounds (Me2NH2)2[M2L3] (M = Zn, Mn; H2L = 2,5-dichloro-3,6-dihydroxo-1,4-benzoquinone) undergo linker exchange upon exposure to a solution of monodeprotonated 2,5-diamino-3,6-dibromo-1,4-benzoquinone or 2,5-diamino-3,6-dichloro-1,4-benzoquinone, proceeding through single-crystal-to-single-crystal reactions. The presence of both types of linker in the resulting frameworks is confirmed by a combination of NMR, Raman, and energy-dispersive X-ray (EDX) spectroscopies. Moreover, the extent of linker exchange in the Zn frameworks is quantified using 13C NMR spectroscopy, and spatially resolved EDX spectroscopy reveals the two types of linker to be homogeneously distributed within a crystal. Finally, we propose a tentative mechanism of linker exchange based on pKa measurements, considerations of framework solubility, and powder X-ray diffraction analysis. This work provides the first method to exchange organic linkers with different donor atoms in metal-organic frameworks and in doing so demonstrates exchange between linkers with donor atoms differing in acidity by a remarkable 11 units of pKa. Together, these results offer a potentially general synthetic strategy toward new materials with exotic metal-linker coordination modes.
Organic compound, electronic component applying the same and electronic device
-
Paragraph 0146-0149, (2021/07/17)
The invention relates to an organic compound, an electronic component applying the same and an electronic device. The organic compound has a heterocyclic ring with a benzoxazole ring core as a parent structure, a benzoxazole series derivative molecule is
An efficient synthesis of 2,5-diamino-1,4-benzoquinone
Mereyala, Hari Babu,Chary, Mahankhali Venu,Kantevari, Srinivas
, p. 187 - 189 (2007/10/03)
A novel and efficient synthesis of 2,5-diamino-1,4-benzoquinone is described. The reaction involves a palladium/charcoal hydrogenolysis as the key step and provides the desired product in only four steps and very good overall yield. Georg Thieme Verlag Stuttgart.