ArticleMolecules (Basel, Switzerland)2025
Arrangement of Azidomethyl Group in Lupinine Azide: Structural and Spectroscopic Properties.
Article in Molecules (Basel, Switzerland), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Study of Structural, Vibrational, and Molecular Docking Properties of (1Molecules (Basel, Switzerland) · 2026Article
- Theoretical Investigation of Structural and Optical Peculiarities of Bikaverin Fungal Pigment in Chloroform Solution.Molecules (Basel, Switzerland) · 2025Article
- Investigation of N-(2-oxo-2H-chromen-3-carbonyl)cytisine's Molecular Structure in Solution.Molecules (Basel, Switzerland) · 2025Article
- Investigation of N-(2-oxo-2H-chromen-3-carbonyl)cytisine's Crystal Structure and Optical Properties.Materials (Basel, Switzerland) · 2025Article
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5 authors.
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Abstract
Quinolizidine derivatives are an important class of substances that are used in the pharmaceutical industry. In previous studies, the synthesis of these substances is carried out using lupinine azide (IUPAC: 1-(azidomethyl)octahydro-2H-quinolizine), which is often used to obtain new biologically active compounds. In this regard, its structural characterization is critically important. In this work, the conformational diversity of the molecular structure of this compound has been studied. It is shown that the structure with the axial position of the methyl azide group contains a number of low-energy conformer states with energies higher than the ground state by 0.15-0.60 kcal/mol. Such structural ambiguity should manifest itself in the chemical reactions and biological activity of lupinine azide. The spectroscopic properties of the conformers were studied by modeling chemical shifts for carbon and hydrogen atoms, as well as by simulating IR absorption spectra. An analysis of the most specific spectroscopic features of all of the conformers was carried out. Based on the correlation of the theoretical results and the experimental spectroscopic data, a conclusion was made for the first time regarding the most probable conformational states in the solution.
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