616-72-8Relevant articles and documents
Nitration of deactivated aromatic compounds via mechanochemical reaction
Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin
supporting information, (2021/05/05)
A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.
Design and synthesis of urea-linked aromatic oligomers-a route towards convoluted foldamers
Mousseau, James J.,Xing, Liyan,Tang, Nathalie,Cuccia, Louis A.
supporting information; experimental part, p. 10030 - 10038 (2010/06/15)
Herein we report the design and synthesis of crescent-shaped and helical urea-based foldamers, the curvature of which is controlled by varying the constituent building blocks and their connectivity. These oligomers are comprised of two, three or five alternating aromatic heterocycles (pyridazine, pyrimidine or pyrazine) and methyl-substituted aromatic carbocycles (tolyl, o-xylyl or m-xylyl) connected together through urea linkages. A crescent-shaped conformational preference is encoded within these π-conjugated urea-linked oligomers based on intramolecular hydrogen bonding and steric interactions; the degree of curvature is tuned by the urea connectivity to the heterocycles and the aryl groups. NMR characterization of these foldamers confirms the intramolecular hydrogen-bonded conformation expected (Z,E configuration of the urea bond) in both the pyridazyl and pyrimidyl foldamers in solution. An X-ray crystal structure of the N3,N6-diisobutylpyridazine-4,6- diamine-o-tolyl urea-linked foldamer (4) confirms the presence of N-H...N hydrogen bonds between the heterocyclic nitrogen atom and the free hydrogen of the urea linkage. Additionally, the tolyl methyl group interacts unfavourably with the urea carbonyl oxygen, thus destabilising the alternate planar conformation.
Synthesis and characterization of 2,7-bis(2-pyridyl)-1,8-diazaanthraquinone - A redox-active ligand designed for the construction of supramolecular grids
Jain, Rajsapan,Caldwell, Sharon L.,Louie, Anika S.,Hicks, Robin G.
, p. 1263 - 1267 (2008/01/27)
Double condensation of 2-acetylpyridine with 1,3-diaminobenzene-4,6- dicarboxaldehyde affords 2,7-bis(2-pyridyl)-1,8-diazaanthracene, which was subsequently oxidized to the corresponding quinone. Electrochemical studies indicate two reversible reduction processes corresponding to semiquinone and hydroquinonate formation. Electron-withdrawing pyridine groups and the nitrogen atoms make this somewhat more easily reduced than anthraquinone. This compound is redox-active and can be reduced to its radical anion, a potential spin-bearing ligand for the construction of [2 x 2] metallo-grid structures.