The high endo/exo product ratio in the Diels-Alder reaction of cyclopentadiene with methy2. vinyl! ketone in water does not reflect aggregation, but the ratio is affected by salts which change the hydrophobicity of the medium.
Selective diels-alder reactions in aqueous solutions and suspensions
โ Scribed by Ronald Breslow; Uday Maitra; Darryl Rideout
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 212 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Diels-Alder
reactions show high endo/exo selectivities in aqueous suspensions.
We have described 1 the very large rate accelerations which occur when some common Diels-Alder reactions are performed in water solution. The principal effect was ascribed to hydrophobic association of the diene with the dienophile.
๐ SIMILAR VOLUMES
The kinetic pressure effect on some Michael-like and [4 2] cycloadditions in aqueous solution was studied. This effect is complex and variable, in contrast to the pressure dependence of rate constants in organic solvents. In order to determine the origin of this kinetic behavior, systematic solvent
The intermolecular Diels-Alder reactions employing dienophiles k and 2 with diene < have been examined in water. The significantly enhanced rates, as well as the improved selectivity observed in water stand in sharp contrast to the results observed in hydrocarbon solvents: