Shape-selective olefin epoxidation catalyzed by manganese picnic basket porphyrins
- Stanford Univ., CA (USA)
The authors have previously described the synthesis and characterization of the picnic basket porphyrins, which have a rigid cavity of variable dimensions on one face of the porphyrin ring. The authors now describe conditions that result in catalytic olefin epoxidation within the cavities of a series of manganese picnic basket porphyrins. The authors have achieved substrate selectivities that reflect an interplay between the dimensions of the cavity vis-a-vis the shape of the olefin substrate. The solution to this problem involves the use of a bulky, anionic axial ligand and acetonitrile as a solvent with iodosylbenzene as the oxidant. They seem to be on the verge of predictable, shape-selective, catalytic oxygenation with a readily available, variable series of synthetic catalysts. For example, highly regioselective epoxidation of dienes should be possible.
- OSTI ID:
- 6620106
- Journal Information:
- Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 112:13; ISSN 0002-7863; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ALKENES
CARBOXYLIC ACIDS
CATALYSTS
DATA
DATA ANALYSIS
EPOXIDES
EXPERIMENTAL DATA
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
INFORMATION
MEASURING METHODS
NUMERICAL DATA
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PORPHYRINS
SYNTHESIS