Scholarlink

<p>A dimethyl[(1H-1,2,4-triazol-1-yl) methyl]amine was synthesized for the first time without catalyst with a high yield and selectivity. Its structure was elucidated spectroscopically in the liquid state and with X-ray single-crystal analysis in the solid state. A distinctive feature of this compound is that C(sp<sup>2</sup>)–N bonds in 1,2,4-triazole unit are shorter than conventional C(sp<sup>2</sup>)–N one, which is probably due to stereoelectronic interactions. NBO and AIM approaches showed that there are interactions between lone pair of nitrogen atoms and π-antibonding orbitals of neighboring C = N bonds. This finding can be used to explain and to predict the chelation ability of 1,2,4-triazole derivatives to form complexes (for example, with metal ions). The Hirshfeld method made it possible to find that H…H, H…N/N…H, and H…O/O…H contacts play an important role to form the supramolecular assembly of the 1,2,4-triazole derivative in its single-crystal.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Synthesis, spectroscopic characterization, and crystal structure analysis of dimethyl[(1H-1,2,4-triazol-1-yl)methyl]amine monohydrate: stereoelectronic and topological insights

  • 期刊论文

  • 发表日期：

    2025年6月23日

查看全文
  • Ekaterina S. Mescheryakova,
  • Arthur R. Tulyabaev,
  • Nail S. Akhmadiev,
  • Leonard M. Khalilov

摘要

A dimethyl[(1H-1,2,4-triazol-1-yl) methyl]amine was synthesized for the first time without catalyst with a high yield and selectivity. Its structure was elucidated spectroscopically in the liquid state and with X-ray single-crystal analysis in the solid state. A distinctive feature of this compound is that C(sp2)–N bonds in 1,2,4-triazole unit are shorter than conventional C(sp2)–N one, which is probably due to stereoelectronic interactions. NBO and AIM approaches showed that there are interactions between lone pair of nitrogen atoms and π-antibonding orbitals of neighboring C = N bonds. This finding can be used to explain and to predict the chelation ability of 1,2,4-triazole derivatives to form complexes (for example, with metal ions). The Hirshfeld method made it possible to find that H…H, H…N/N…H, and H…O/O…H contacts play an important role to form the supramolecular assembly of the 1,2,4-triazole derivative in its single-crystal.