Singh, Amrit; Singh, Amritpal; Amanjot; Singh, Kulvinder; Singh, Gurjaspreet; Saroa, Amandeep published their research in Structural Chemistry in 2021. The article was titled 《Role of non-conventional hydrogen bonding in controlling regioselectivity for nucleophilic aromatic substitution of 4,6-dinitroisoindoline-1,3-dione with 1,2,3-triazole isomers: a computational studies》.Electric Literature of C2H3N3 The article contains the following contents:
Abstract: The nucleophilic aromatic substitution reactions of 4,6-dinitroisoindoline-1,3-dione with 1,2,3-triazole isomers, i.e., 1H-1,2,3-triazole and 2H-1,2,3-triazole, have been investigated theor. using DFT/B3LYP calculations employing 6-31G(d,p) basis set in gas phase as well as in solvent phase. The computational studies have supported the formation of transition states via one-step concerted mechanism for the nucleophilic aromatic displacement of nitro groups with 1,2,3-triazoles rather than intermediate formation via two-step addition-elimination mechanism. The amination of 4,6-dinitroisoindoline-1,3-dione with 1,2,3-triazole isomers have revealed regioselectivity of peri-attack despite sterically favorable para-attack. The regioselectivity is attributed to the stabilization of the transition state through intra-mol. hydrogen bond C-H···O=C. This work presents the role of C-H bond as an effective hydrogen bond donor. The mol. interactions through hydrogen bonding have been investigated using AIM method. This work shall result in the synthesis of new regioselective 1,2,3-triazole-derived phthalimide compounds possessing potential biol. candidature. The experimental part of the paper was very detailed, including the reaction process of 1H-1,2,3-Triazole(cas: 288-36-8Electric Literature of C2H3N3)
1H-1,2,3-Triazole(cas: 288-36-8) belongs to triazoles. Triazoles are an important group of nitrogen-containing five-membered heterocyclic scaffolds. Triazoles are core structures of several drugs and pharmaceutical agents. Triazole derivatives possess antimicrobial, antiparasitic, antidiabetic, analgesic, and anti-inflammatory properties Electric Literature of C2H3N3
Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics