146512-89-2Relevant academic research and scientific papers
Interplay of hydrogen bonds, iodo nitro interactions and aromatic π...π stacking interactions in iodo-nitroanilines
Garden, Simon J.,Fontes, Silvia P.,Wardell, James L.,Skakle, Janet M. S.,Low, John N.,Glidewell, Christopher
, p. 701 - 709 (2002)
Molecules of 2-iodo-5-nitroaniline (I) are linked by N-H...O hydrogen bonds into centrosymmetric dimers and by asymmetric three-centre iodo...nitro interactions into chains, so forming chains of fused centrosymmetric rings: these chains are linked by aromatic π...π stacking interactions to form a three-dimensional structure. In the isomeric 4-iodo-2-nitro-aniline (II), each of the two independent molecules forms hydrogen-bonded chains that are linked by two-centre iodo...nitro interactions into sheets of two types, each containing only a single type of molecule: π...π stacking interactions are absent. In 2,4-diiodo-3-nitroaniline (III), where the nitro group is almost orthogonal to the aryl ring, a combination of N - H...O hydrogen bonds and two distinct two-centre iodo...nitro interactions links the molecules into a three-dimensional framework that is reinforced by aromatic π...π stacking interactions. Bond lengths and conformations are discussed and comparisons are drawn with related compounds.
Iodination of aromatic amines with iodine and silver sulfate
Sy
, p. 3215 - 3219 (2007/10/02)
Iodination of aromatic amines with iodine/silver sulfate at room temperature gives iodo-products in good (46-96%) yield.
