Detection of Cyclo-N5 − in THF Solution
| Autor: | Uzi Geiger, Raanan Carmieli, Dan Grinstein, Yehuda Haas, Boris Bazanov, Shmuel Welner |
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| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Chemistry Elution Pentazole Analytical chemistry Ms analysis General Medicine 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Mass spectrometry Alkali metal 01 natural sciences High-performance liquid chromatography Catalysis Dissociation (chemistry) 0104 chemical sciences Ion chemistry.chemical_compound 0210 nano-technology |
| Zdroj: | Angewandte Chemie International Edition. 55:13233-13235 |
| ISSN: | 1433-7851 |
| DOI: | 10.1002/anie.201605400 |
| Popis: | Compelling evidence has been found for the formation and direct detection of the cyclopentazole anion (cyclo-N5−) in solution. The anion was prepared from phenylpentazole in two steps: reduction by an alkali metal to form the phenylpentazole radical anion, followed by thermal dissociation to yield cyclo-N5−. The reaction solution was analyzed by HPLC coupled with negative mode mass spectrometry. A signal with m/z 70 was eluted about 2.1 min after injection of the sample. Its identification as N5 was supported by single and double labeling with 15N, which yielded signals at m/z=71 and 72, respectively, with identical retention times in the HPLC column. MS/MS analysis of the m/z=70 signal revealed a dissociation product with m/z=42, which can be assigned to N3−. To our knowledge this is the first preparation of cyclo-N5− in the bulk. The compound is indefinitely stable at temperatures below −40 °C, and has a half-life of a few minutes at room temperature. |
| Databáze: | OpenAIRE |
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