Ruthenium catalyzed reactions of ethylene glycol with primary amines: steric factors and selectivity control
| Autor: | John Anthony Marsella |
|---|---|
| Rok vydání: | 1991 |
| Předmět: |
Steric effects
chemistry.chemical_classification Organic Chemistry chemistry.chemical_element Biochemistry Medicinal chemistry Catalysis Ruthenium Inorganic Chemistry chemistry.chemical_compound chemistry Materials Chemistry Organic chemistry Amine gas treating Physical and Theoretical Chemistry Triphenylphosphine Selectivity Ethylene glycol Alkyl |
| Zdroj: | Journal of Organometallic Chemistry. 407:97-105 |
| ISSN: | 0022-328X |
| DOI: | 10.1016/0022-328x(91)83143-r |
| Popis: | The selectivity of reactions of ethylene glycol with primary amines in the presence of RuCl2(PPh3)3 at 120°C is highly dependent on the steric nature of the amine. Selectivity to di-amination is favored by smaller alkyl groups on the amine while large amines cleanly yield ethanolamines. This contrasts with the results obtained with secondary amiens at this temperature, in which ruthenium-triphenylphosphine catalyst systems always favor mono-amination. In the case of sec-butyl amine, where almost equal amounts of mono- and di-aminated product are obtained, the selectivity can be shifted to mon-amination by the addition of excess triphenylphosphine. The steric effects seen in these reactions are consistent with standard steric parameters available from the literature. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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