Journal
CATALYSIS LETTERS
Volume 74, Issue 1-2, Pages 69-75Publisher
SPRINGER
DOI: 10.1023/A:1016639131534
Keywords
heterogeneous catalysis; immobilization; chirality; zeolites; epoxidation; (-)-alpha-pinene
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Various transition metal complexes of seven different salen ligands have been incorporated in specially modified zeolitic host materials. The thus immobilized sterically demanding complexes have been tested in the diastercoselective epoxidation of (-)-alpha -pinene in the liquid phase in an autoclave at room temperature and elevated pressure using O-2 as oxidant. In most cases conversions of 100% could be achieved. Best results so far-100% conversion, 96% epoxide chemoselectivity and 91% diastereomeric excess-have been obtained in the presence of the entrapped [(R,R)-(N,N')-bis(3,5-di-tert-butylsalicylidene)-1,2-diphenylethylenediamino]cobalt(II) = Co(salen-5) complex. Computer simulations were done in order to prove that the reaction can take place inside the pore system, i.e., (-)-alpha -pinene is able to diffuse through the microporous entrances of the carrier material.
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