High‐Impact Sulfur Compounds: Constitutional and Configurational Assignment of Sulfur‐Containing Heterocycles
| Autor: | Michael Backes, Berthold Weber, Stefan Brennecke, Christoph Krafft, Jakob Ley, Gerhard Krammer, Jörg Grunenberg, Reiner Salzer, Frank Ott |
|---|---|
| Rok vydání: | 2008 |
| Předmět: |
Magnetic Resonance Spectroscopy
chemistry.chemical_element Bioengineering Stereoisomerism Spectrum Analysis Raman Biochemistry symbols.namesake Heterocyclic Compounds Computational chemistry Humans Organic chemistry Molecular Biology Flavor Molecular Structure Sulfur Compounds Chemistry General Chemistry General Medicine Nuclear magnetic resonance spectroscopy Sulfur containing Sulfur NMR spectra database Taste symbols Molecular Medicine Food Additives Gas chromatography Raman spectroscopy |
| Zdroj: | Chemistry & Biodiversity. 5:1204-1212 |
| ISSN: | 1612-1880 1612-1872 |
| Popis: | To unambiguously identify their structures and to evaluate their organoleptic properties, several constitutional und configurational isomers of dialkyl-tetrathianes and dialkyl-pentathiepanes were synthesized by two different synthetic protocols, and separated by preparative gas chromatography. Raman and NMR spectroscopy were used to differentiate between the constitutional 3,6-dialkyl-1,2,4,5-tetrathiane and the 4,6-dialkyl-1,2,3,5-tetrathiane isomers. Furthermore, cis- and trans-isomers of 3,6-dialkyl-1,2,4,5-tetrathianes were distinguished by temperature-dependent NMR experiments. Static, quantum-chemical simulations of the NMR spectra for these cis- and trans-isomers were calculated in the gas layer in order to confirm our experimental assignments. In addition, the assignment of 4,7-alkyl-1,2,3,5,6-pentathiepanes were deducted from their Raman spectra. Dialkyl-tetrathianes and dialkyl-pentathiepanes are interesting components to be used in flavor applications due to their unique olfactory impact and facets. |
| Databáze: | OpenAIRE |
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