Hydrogen transfer-induced S–C rearrangement in the molecular ion of thioanisole derivatives with site-specificity
| Autor: | Yi Wang, Yuanjiang Pan, Qi Yin, Xinchi Yin |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
Ions
Spectrometry Mass Electrospray Ionization Chemistry Electrospray ionization Thioanisole Polyatomic ion Sulfides Mass spectrometry Photochemistry Biochemistry Gas Chromatography-Mass Spectrometry Analytical Chemistry Ion Fragmentation (mass spectrometry) Electrochemistry Environmental Chemistry Density functional theory Spectroscopy Electron ionization Hydrogen |
| Zdroj: | The Analyst. 146:6315-6322 |
| ISSN: | 1364-5528 0003-2654 |
| Popis: | In this study, the gas-phase fragmentations of molecular ions of thioanisole derivatives were investigated using electron ionization mass spectrometry (EI-MS). In the EI-MS spectrum, a characteristic fragment ion [M - SH]+ was observed. The same result with the molecular ion of 3-aminothioanisole was enhanced, while the same phenomenon was not obvious in the EI-MS spectra of 2- or 4-aminothioanisole. To explain the fragmentation, we proposed a mechanism that involved the hydrogen transfer-induced S-C rearrangement with 3 pathways. Substituent effect results, deuterium-labelled experiments and density functional theory (DFT) calculations also confirmed the proposed mechanism. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|