397244-58-5Relevant academic research and scientific papers
A borazaaromatic analogue of isophthalic acid
Ashton, Peter R.,Harris, Kenneth D.M.,Kariuki, Benson M.,Philp, Douglas,Robinson, James M.A.,Spencer, Neil
, p. 2166 - 2173 (2001)
A diboradiazaaromatic-2,7-di-tert-butyl-5,9-dihydroxy-5,9-dibora-4,10-diazapyrene- 4,10-diium-5,9-diuide- which is a structural analogue of isophthalic acid has been designed and synthesised. This compound is capable of spontaneous dehydration in solution to form linear oligoanhydrides. These oligoanhydrides can be readily hydrolysed to the starting diboradiazaaromatic under appropriate conditions. This unusual reactivity is mirrored in the solid-state behaviour of 2,7-di-tert-butyl-5,9-dihydroxy-5,9-dibora-4,10-diazapyrene-4,10-diium-5,9-diuid e. A complex network of hydrogen bonds present in the solid-state structure of the borazaaromatic serve to facilitate a facile solid-state dehydration reaction, once again forming oligoanhydrides of molecular weight greater than 3000 Da.
Design, Synthesis and Hydrogen Bonding of B3N6-[4]Triangulene
Zhao, Mengna,Miao, Qian
, p. 21289 - 21294 (2021)
Replacement of the allylic C=C?C unit with a N?B?N unit at each of the three zigzag edges of [4]triangulene gives rise to B3N6-[4]triangulene, which is envisioned to represent a key structural unit of a new hypothetical boron carbon nitride (BC4N). A tert-butylated B3N6-[4]triangulene has been successfully synthesized by three-fold nitrogen-directed borylation, and the X-ray crystallographic analysis indicates that its slightly bent triangular polycyclic framework can be viewed as a 1,3,5-triphenylbenzene connected by three 4π-electron N?B?N units. The HN?B?NH moiety provides a dual hydrogen-bond donor, which forms H-bonds with halide or carboxylate anions in solution, and form DD-AA hydrogen-bond arrays with 2,7-di(tert-butyl)-pyrene-4,5,9,10-tetraone in the co-crystal. Moreover, the blue fluorescence of B3N6-[4]triangulene in solution is responsive to binding p-nitrobenzoate anion through hydrogen bonds.
Synthesis, Characterization, and Properties of Diazapyrenes via Bischler-Napieralski Reaction
Han, Yi,Hu, Zhenzhu,Liu, Meifang,Li, Mengwei,Wang, Tingting,Chen, Yulan
, p. 3953 - 3959 (2019/04/10)
Via Bischler-Napieralski cyclization of amide precursors as the key step, a series of diazapyrene derivatives were designed and successfully synthesized. Their crystal structures, optoelectronic properties, and acid-responsive feature were investigated, which demonstrated that the doping of nitrogen atoms to the pyrene framework remarkably modulates their physical and chemical properties.
On the illusive nature of o-formylazobenzenes: Exploiting the nucleophilicity of the azo group for cyclization to indazole derivatives
Peters, Maike V.,Stoll, Ragnar S.,Goddard, Richard,Buth, Gernot,Hecht, Stefan
, p. 7840 - 7845 (2007/10/03)
(Chemical Equation Presented) Facile rearrangement of azobenzenes is shown to occur in cases where the azo group is placed in the ortho position to carbonyl electrophiles to furnish the indazole skeleton. While this study demonstrates the illusive nature
