ISSN:
1434-193X
Keywords:
Porphyrinoids
;
Asymmetric catalysis
;
Atropisomerism
;
Epoxidation
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
-A new series of porphyrins has been synthesised, incorporating four identical chiral binaphthyl derivatives in the meso-positions. Owing to a hindered rotation around the bond between the naphthyl and the porphyrin, four atropisomers are generated, which were fully separated by preparative TLC and thoroughly characterised. The free bases were metallated with iron(III) and manganese(III) and the resulting complexes were used as catalytic precursors in styrene epoxidation. The reactions show chemoselectivity and enantioselectivity, depending on the stereochemistry of the metalloporphyrin. It is demonstrated that highest efficiency is performed by the ααββ isomer, showing C2 symmetry.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
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