N‐substituted bis(tetrazol‐5‐yl)diazenes: Synthesis, spectra, X‐ray molecular and crystal structures, and quantum‐chemical DFT calculations

doi:10.1002/HC.20574

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N‐substituted bis(tetrazol‐5‐yl)diazenes: Synthesis, spectra, X‐ray molecular and crystal structures, and quantum‐chemical DFT calculations

Published Jan 1, 2010 · T. V. Serebryanskaya, V. Matulis, A. Lyakhov

Heteroatom Chemistry

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Abstract

N-Substituted bis(tetrazol-5-yl)diazenes (substituents are 1-CH3 (3a), 1-Ph (3b), 2-CH3 (3c), and 2-tBu (3d)) were synthesized by oxidative coupling of corresponding 5-aminotetrazoles. All compounds were characterized with 1H and 13C NMR, IR- and UV-spectroscopy, and thermal analysis. Crystal and molecular structures of bis(1-phenyltetra- zol-5-yl)diazene (3b) and bis(2-tert-butyltetrazol-5-yl)diazene (3d) were determined by single crystal X-ray diffraction. Molecules of these compounds are trans-isomers in solid. According to X-Ray data, 3b molecule is S-trans-S-trans conformer, however 3d is S-cis-S-cis one. Quantum-chemical investigation of geometry and relative stability of cis- and trans-isomers and stable conformations of compounds 3a–d was carried out. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:24–35, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20574

Study Snapshot

N-substituted bis(tetrazol-5-yl)diazenes show potential as a new synthetic route for synthesis of trans-isomers and stable conformations of compounds 3a-d.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

N‐substituted bis(tetrazol‐5‐yl)diazenes: Synthesis, spectra, X‐ray molecular and crystal structures, and quantum‐chemical DFT calculations

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