Cycloaddition Reactions of Azides and Electron-Deficient Alkenes in Deep Eutectic Solvents: Pyrazolines, Aziridines and Other Surprises
DOI: 10.14469/hpc/4842 Metadata
Created: 2018-12-12 09:15
Last modified: 2024-11-27 17:11
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Co-author: Andrew White Co-author: Henry Rzepa Co-author: Luis Casarrubios Co-author: Chaleena Pimpasri Co-author: Filip Sebest Co-author: Kushal Lachhani
Description
The reaction of organic azides and electron-deficient alkenes was investigated in a deep eutectic solvent. A series of highly substituted 2-pyrazolines was successfully isolated and their formation rationalised by DFT calculations. The critical effect of substitution was also explored; even relatively small changes in the cycloaddition partners led to completely different reaction outcomes and triazolines, triazoles or enaminones can be formed as major products depending on the alkene employed
Members
| DOI | Description |
|---|---|
| 10.14469/hpc/5904 | DFT calculations for model systems using HCl + 2H2O, Choline, Urea or guanidine as 1,4-proton transfer catalyst. |
| 10.14469/hpc/4843 | Pyrazolines-NMR Data |
| 10.14469/hpc/5966 | DFT calculations for model systems for cycloaddition/cycloelimination reactions |
| 10.14469/hpc/4883 | Pyrazolines-X Ray data |
Associated DOIs
| Current dataset ... | DOI | Description |
|---|---|---|
| References | 10.1002/adsc.201901614 | Published reference |